Compounds > 11-hydroxysugiol
Page last updated: 2024-11-12

11-hydroxysugiol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

11-hydroxysugiol : An abietane diterpenoid that is sugiol in which the hydrogen ortho to the phenolic hydroxy group has been replaced by a hydroxy group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID10403490
CHEMBL ID2252750
CHEBI ID138962
SCHEMBL ID13532270

Synonyms (15)

Synonym
11,12-dihydroxyabieta-8,11,13-trien-7-one
CHEBI:138962
12-o-demethylcryptojaponol
(4as,10as)-2,3,4,4a,10,10a-hexahydro-5,6-dihydroxy-1,1,4a-trimethyl-7-(1-methylethyl)phenanthren-9(1h)-one
11-hydroxysugiol
12-o-demethylcryptojapanol
CHEMBL2252750
demethylcryptojaponol
SCHEMBL13532270
11-hydroxy-sugiol
C21823
CS-0027674
HY-107218
AKOS040760180
FS-6994
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
EC 3.1.1.7 (acetylcholinesterase) inhibitorAn EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
EC 3.1.1.8 (cholinesterase) inhibitorAn EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (5)

ClassDescription
abietane diterpenoidA diterpenoid based on an abietane skeleton.
carbotricyclic compoundA carbopolyclic compound comprising of three carbocyclic rings.
meroterpenoidMeroterpenoids are complex organooxygen natural products produced from polyketide and terpenoid precursors.
cyclic terpene ketoneAn alicyclic ketone in which the carbocyclic ring structure forms part of a terpene skeleton.
catecholsAny compound containing an o-diphenol component.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (40)

Assay IDTitleYearJournalArticle
AID1207003Antibacterial activity against Staphylococcus aureus assessed as growth inhibition at 500 ug/disc after 24 hrs by disc diffusion method2015Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12
An antibacterial ortho-quinone diterpenoid and its derivatives from Caryopteris mongolica.
AID1139973Cytotoxicity against African green monkey Vero cells in lag phase of growth after 48 hrs2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1090232Effect on weight gain in L6 larvae Spodoptera littoralis assessed as biomass compound injected orally relative to control2005Journal of agricultural and food chemistry, Jun-29, Volume: 53, Issue:13
Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity.
AID1754210Cytotoxicity against human SW480 cells assessed as reduction in cell viability after 48 hrs by MTS assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Structurally Diverse Diterpenoids from the Roots of
AID1058384Cytotoxicity against human BxPC3 cells assessed as growth inhibition by WST-8 assay2013Bioorganic & medicinal chemistry letters, Dec-15, Volume: 23, Issue:24
Cytotoxic compounds from invasive giant salvinia (Salvinia molesta) against human tumor cells.
AID1207005Antibacterial activity against Staphylococcus epidermidis assessed as growth inhibition at 5 ug/disc after 24 hrs by disc diffusion method2015Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12
An antibacterial ortho-quinone diterpenoid and its derivatives from Caryopteris mongolica.
AID1058386Cytotoxicity against human HL60 cells assessed as growth inhibition by WST-8 assay2013Bioorganic & medicinal chemistry letters, Dec-15, Volume: 23, Issue:24
Cytotoxic compounds from invasive giant salvinia (Salvinia molesta) against human tumor cells.
AID1207009Antibacterial activity against Enterococcus faecalis assessed as growth inhibition at 50 ug/disc after 24 hrs by disc diffusion method2015Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12
An antibacterial ortho-quinone diterpenoid and its derivatives from Caryopteris mongolica.
AID1207006Antibacterial activity against Staphylococcus epidermidis assessed as growth inhibition at 50 ug/disc after 24 hrs by disc diffusion method2015Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12
An antibacterial ortho-quinone diterpenoid and its derivatives from Caryopteris mongolica.
AID1207011Antibacterial activity against Micrococcus luteus assessed as growth inhibition at 5 ug/disc after 24 hrs by disc diffusion method2015Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12
An antibacterial ortho-quinone diterpenoid and its derivatives from Caryopteris mongolica.
AID1754207Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 48 hrs by MTS assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Structurally Diverse Diterpenoids from the Roots of
AID1090234Effect on ingestion in L6 larvae Spodoptera littoralis assessed as consumption compound injected orally relative to control2005Journal of agricultural and food chemistry, Jun-29, Volume: 53, Issue:13
Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity.
AID1754211Cytotoxicity against human HL60 cells assessed as reduction in cell viability after 48 hrs by MTS assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Structurally Diverse Diterpenoids from the Roots of
AID1058385Cytotoxicity against human PANC1 cells assessed as growth inhibition by WST-8 assay2013Bioorganic & medicinal chemistry letters, Dec-15, Volume: 23, Issue:24
Cytotoxic compounds from invasive giant salvinia (Salvinia molesta) against human tumor cells.
AID1139970Cytotoxicity against human HeLa cells in log phase of growth after 48 hrs2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1090235Mortality in adult Leptinotarsa decemlineata in host plant measured after 72 hr2005Journal of agricultural and food chemistry, Jun-29, Volume: 53, Issue:13
Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity.
AID1139978Selectivity index, ratio of IC50 for African green monkey Vero cells in log phase of growth to IC50 for human Hep2 cells in log phase of growth2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1139976Selectivity index, ratio of IC50 for African green monkey Vero cells in log phase of growth to IC50 for human HeLa cells in log phase of growth2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1355486Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production pretreated for 30 mins followed by LPS stimulation measured after 24 hrs by Griess reagent based assay2018Journal of natural products, 07-27, Volume: 81, Issue:7
Abietane Diterpenoids from the Roots of Clerodendrum trichotomum and Their Nitric Oxide Inhibitory Activities.
AID1058382Cytotoxicity against human MRC5 cells assessed as growth inhibition by WST-8 assay2013Bioorganic & medicinal chemistry letters, Dec-15, Volume: 23, Issue:24
Cytotoxic compounds from invasive giant salvinia (Salvinia molesta) against human tumor cells.
AID1139971Cytotoxicity against human Hep2 cells in lag phase of growth after 48 hrs2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1172555Antimicrobial activity against methicillin-resistant Staphylococcus aureus2014European journal of medicinal chemistry, Nov-24, Volume: 87Synthetic derivatives of aromatic abietane diterpenoids and their biological activities.
AID1090231Cytotoxicity in insect Spodoptera frugiperda pupal ovarian tissue sf9 cells measured after 48 hr by MTT assay2005Journal of agricultural and food chemistry, Jun-29, Volume: 53, Issue:13
Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity.
AID1058387Cytotoxicity against human PC3 cells assessed as growth inhibition by WST-8 assay2013Bioorganic & medicinal chemistry letters, Dec-15, Volume: 23, Issue:24
Cytotoxic compounds from invasive giant salvinia (Salvinia molesta) against human tumor cells.
AID1207008Antibacterial activity against Enterococcus faecalis assessed as growth inhibition at 5 ug/disc after 24 hrs by disc diffusion method2015Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12
An antibacterial ortho-quinone diterpenoid and its derivatives from Caryopteris mongolica.
AID1207012Antibacterial activity against Micrococcus luteus assessed as growth inhibition at 50 ug/disc after 24 hrs by disc diffusion method2015Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12
An antibacterial ortho-quinone diterpenoid and its derivatives from Caryopteris mongolica.
AID1090230Cytotoxicity in insect Cricetulus griseus CHO (Chinese hamster ovary) cells measured after 48 hr by MTT assay2005Journal of agricultural and food chemistry, Jun-29, Volume: 53, Issue:13
Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity.
AID1754208Cytotoxicity against human A549 cells assessed as reduction in cell viability after 48 hrs by MTS assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Structurally Diverse Diterpenoids from the Roots of
AID1754209Cytotoxicity against human SMMC-7721 cells assessed as reduction in cell viability after 48 hrs by MTS assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Structurally Diverse Diterpenoids from the Roots of
AID1090233Antifeedant activity against L6 larvae Spodoptera littoralis compound injected orally relative to control2005Journal of agricultural and food chemistry, Jun-29, Volume: 53, Issue:13
Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity.
AID1058388Cytotoxicity against human A549 cells assessed as growth inhibition by WST-8 assay2013Bioorganic & medicinal chemistry letters, Dec-15, Volume: 23, Issue:24
Cytotoxic compounds from invasive giant salvinia (Salvinia molesta) against human tumor cells.
AID1139975Selectivity index, ratio of IC50 for African green monkey Vero cells in lag phase of growth to IC50 for human HeLa cells in lag phase of growth2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1207004Antibacterial activity against Staphylococcus aureus assessed as growth inhibition at 50 ug/disc after 24 hrs by disc diffusion method2015Bioorganic & medicinal chemistry letters, Jun-15, Volume: 25, Issue:12
An antibacterial ortho-quinone diterpenoid and its derivatives from Caryopteris mongolica.
AID1139969Cytotoxicity against human HeLa cells in lag phase of growth after 48 hrs2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1139977Selectivity index, ratio of IC50 for African green monkey Vero cells in lag phase of growth to IC50 for human Hep2 cells in lag phase of growth2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1139974Cytotoxicity against African green monkey Vero cells in log phase of growth after 48 hrs2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1172556Antimicrobial activity against Vancomycin-resistant Enterococcus2014European journal of medicinal chemistry, Nov-24, Volume: 87Synthetic derivatives of aromatic abietane diterpenoids and their biological activities.
AID1090236Antifeedant activity against adult Leptinotarsa decemlineata in host plant assessed as feeding inhibition2005Journal of agricultural and food chemistry, Jun-29, Volume: 53, Issue:13
Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity.
AID1139972Cytotoxicity against human Hep2 cells in log phase of growth after 48 hrs2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Cytotoxic diterpenes from roots of Crossopetalum gaumeri, a Celastraceae species from Yucatan Peninsula.
AID1754212Cytotoxicity against human BEAS2B cells assessed as reduction in cell viability after 48 hrs by MTS assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Structurally Diverse Diterpenoids from the Roots of
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (14.29)29.6817
2010's5 (71.43)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.16

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index13.16 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index5.24 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.16)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
lansoprazole
Lansoprazole: A 2,2,2-trifluoroethoxypyridyl derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS. Lansoprazole is a racemic mixture of (R)- and (S)-isomers.		3.1910benzimidazoles;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor
kanamycin a
Kanamycin: Antibiotic complex produced by Streptomyces kanamyceticus from Japanese soil. Comprises 3 components: kanamycin A, the major component, and kanamycins B and C, the minor components.. kanamycin : Kanamycin is a naturally occurring antibiotic complex from Streptomyces kanamyceticus that consists of several components: kanamycin A, the major component (also usually designated as kanamycin), and kanamycins B, C, D and X the minor components.		2.1110kanamycinsbacterial metabolite
etoposide
[no description available]		3.1910beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
amikacin
Amikacin: A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.. amikacin : An amino cyclitol glycoside that is kanamycin A acylated at the N-1 position by a 4-amino-2-hydroxybutyryl group.		3.1910alpha-D-glucoside;
amino cyclitol glycoside;
aminoglycoside;
carboxamide		antibacterial drug;
antimicrobial agent;
nephrotoxin
sugiol
sugiol: diterpene with anti-inflammatory activity from Calocedrus formosana bark; structure in first source. sugiol : An abietane diterpenoid that is ferruginol in which the methylene group para to the phenolic hydroxy group has been substituted by an oxo group.		2.5520abietane diterpenoid;
carbotricyclic compound;
cyclic terpene ketone;
meroterpenoid;
phenols		antineoplastic agent;
antioxidant;
antiviral agent;
plant metabolite;
radical scavenger
dehydroabietic acid
dehydroabietic acid: major aquatic toxicant in effluent of pulp and paper mills. dehydroabietic acid : An abietane diterpenoid that is abieta-8,11,13-triene substituted at position 18 by a carboxy group.. dehydroabietate : A monocarboxylic acid anion that is the conjugate base of dehydroabietic acid, obtained by deprotonation of the carboxy group.		3.1910abietane diterpenoid;
carbotricyclic compound;
monocarboxylic acid		allergen;
metabolite
ferruginol
ferruginol: structure in first source. ferruginol : An abietane diterpenoid that is abieta-8,11,13-triene substituted by a hydroxy group at positions 12.		3.5920abietane diterpenoid;
carbotricyclic compound;
meroterpenoid;
phenols		antibacterial agent;
antineoplastic agent;
plant metabolite;
protective agent
royleanone
royleanone: from root of Salvia officinalis; structure given in first source		2.0810
dactinomycin
Dactinomycin: A compound composed of a two CYCLIC PEPTIDES attached to a phenoxazine that is derived from STREPTOMYCES parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. (From AMA Drug Evaluations Annual, 1993, p2015)		2.110actinomycinmutagen
pimagedine hydrochloride
[no description available]		2.1710
6,7-dehydroroyleanone
6,7-dehydroroyleanone: diterpene abietane quinone isolated from Salvia moorcraftiana or Lepechinia bullata (both Lamiaceae); Rn given from CA Index Guide; RN not in Chemline 12/84; structure given in first source		2.0810
1-oxomiltirone
1-oxomiltirone: from roots of the Iranian medicinal plant Perovskia abrotanoides; structure in first source		2.0810
levomepromazine maleate
6-hydroxysalvinolone: from Salvia chorassanica; structure in first source		3.0140
7-methoxyrosmanol
7-methoxyrosmanol: from Salvia dorrii; structure in first source		2.0810
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		3.1910ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
brussonol
brussonol: structure in first soure		2.0210
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms
[description not available]		02.110
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.110