Compounds > 7-hydroxycadalin
Page last updated: 2024-12-09

7-hydroxycadalin

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

Description

7-hydroxycadalin: isolated from Heterotheca inuloides; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
HeterothecagenusA plant genus. Members contain cadinane type SESQUITERPENES.[MeSH]AsteraceaeA large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH]

Cross-References

ID SourceID
PubMed CID608115
CHEMBL ID451475
CHEBI ID197068
MeSH IDM0280456

Synonyms (14)

Synonym
7-hydroxycadalene
CHEMBL451475
CHEBI:197068
3,8-dimethyl-5-propan-2-ylnaphthalen-2-ol
5-ISOPROPYL-3,8-DIMETHYL-2-NAPHTHOL
7-hydroxycadalin
3,8-dimethyl-5-isopropyl-2-naphthol
2102-75-2
5-isopropyl-3,8-dimethyl-2-naphthol #
RIWNMJBJRPCUBX-UHFFFAOYSA-N
DTXSID30345931
5-isopropyl-3,8-dimethylnaphthalen-2-ol
STARBLD0015280
AKOS040761245
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
sesquiterpenoidAny terpenoid derived from a sesquiterpene. The term includes compounds in which the C15 skeleton of the parent sesquiterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
[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 (19)

Assay IDTitleYearJournalArticle
AID1452213Inhibition of IFNgamma-stimulated STAT3 (unknown origin) activation expressed in human HeLa cells at 50 uM after 6 hrs by luciferase reporter gene assay relative to control2017Bioorganic & medicinal chemistry, 06-15, Volume: 25, Issue:12
Effect of natural and semi-synthetic cadinanes from Heterotheca inuloides on NF-κB, Nrf2 and STAT3 signaling pathways and evaluation of their in vitro cytotoxicity in human cancer cell lines.
AID344235Cytotoxicity against human MCF7 cells by SRB assay2008Journal of natural products, Jul, Volume: 71, Issue:7
Cytotoxic and antibacterial sesquiterpenes from Thespesia populnea.
AID1452212Activation of Nrf2 in human HaCaT-ARE-Luc cells at 50 uM after 6 hrs by luciferase reporter gene assay relative to control2017Bioorganic & medicinal chemistry, 06-15, Volume: 25, Issue:12
Effect of natural and semi-synthetic cadinanes from Heterotheca inuloides on NF-κB, Nrf2 and STAT3 signaling pathways and evaluation of their in vitro cytotoxicity in human cancer cell lines.
AID344239Antibacterial activity against Bacillus subtilis2008Journal of natural products, Jul, Volume: 71, Issue:7
Cytotoxic and antibacterial sesquiterpenes from Thespesia populnea.
AID1452211Inhibition of TNFalpha-stimulated NFkappaB (unknown origin) expressed in mouse NIH-3T3-KBFLuc cells at 50 uM after 6 hrs by luciferase reporter gene assay relative to control2017Bioorganic & medicinal chemistry, 06-15, Volume: 25, Issue:12
Effect of natural and semi-synthetic cadinanes from Heterotheca inuloides on NF-κB, Nrf2 and STAT3 signaling pathways and evaluation of their in vitro cytotoxicity in human cancer cell lines.
AID751082Cytotoxicity against human A549 cells by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Sesquiterpenes and alkaloids from the roots of Alangium chinense.
AID751080Cytotoxicity against human Bel7402 cells by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Sesquiterpenes and alkaloids from the roots of Alangium chinense.
AID1193350Growth inhibition of human PC3 cells by colorimetric MTT assay2015Bioorganic & medicinal chemistry letters, Apr-01, Volume: 25, Issue:7
Nine new diterpenes from the leaves of plantation-grown Cunninghamia lanceolata.
AID344238Cytotoxicity against human KB cells by SRB assay2008Journal of natural products, Jul, Volume: 71, Issue:7
Cytotoxic and antibacterial sesquiterpenes from Thespesia populnea.
AID751081Cytotoxicity against human BGC823 cells by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Sesquiterpenes and alkaloids from the roots of Alangium chinense.
AID344237Cytotoxicity against human HT29 cells by SRB assay2008Journal of natural products, Jul, Volume: 71, Issue:7
Cytotoxic and antibacterial sesquiterpenes from Thespesia populnea.
AID751078Cytotoxicity against human HCT8 cells by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Sesquiterpenes and alkaloids from the roots of Alangium chinense.
AID1452231Cytotoxicity against mouse NIH/3T3 cells infected with lentivirus encoding nuclear restricted red fluorescent protein assessed as reduction in cell viability up to 100 uM after 6 hrs by microscopic method2017Bioorganic & medicinal chemistry, 06-15, Volume: 25, Issue:12
Effect of natural and semi-synthetic cadinanes from Heterotheca inuloides on NF-κB, Nrf2 and STAT3 signaling pathways and evaluation of their in vitro cytotoxicity in human cancer cell lines.
AID344236Cytotoxicity against human HeLa cells by SRB assay2008Journal of natural products, Jul, Volume: 71, Issue:7
Cytotoxic and antibacterial sesquiterpenes from Thespesia populnea.
AID356717Antiinflammatory activity against TPA-induced ear edema in mouse assessed inhibition of edema at 0.50 mg/ear2001Journal of natural products, Jul, Volume: 64, Issue:7
Antiinflammatory constituents from Heterotheca inuloides.
AID751079Cytotoxicity against human A2780 cells by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Sesquiterpenes and alkaloids from the roots of Alangium chinense.
AID751084Antioxidant activity in rat liver microsome assessed as inhibition of Fe2+-cysteine-induced lipid peroxidation after 15 mins2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Sesquiterpenes and alkaloids from the roots of Alangium chinense.
AID751085Antiviral activity against Coxsackievirus B3 infected in african green monkey Vero cells assessed as inhibition of virus-induced cytopathic effect2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Sesquiterpenes and alkaloids from the roots of Alangium chinense.
AID1452226Inhibition of TNFalpha-stimulated NFkappaB (unknown origin) expressed in mouse NIH-3T3-KBFLuc cells preincubated for 15 mins followed by TNFalpha stimulation for 6 hrs by luciferase reporter gene assay2017Bioorganic & medicinal chemistry, 06-15, Volume: 25, Issue:12
Effect of natural and semi-synthetic cadinanes from Heterotheca inuloides on NF-κB, Nrf2 and STAT3 signaling pathways and evaluation of their in vitro cytotoxicity in human cancer cell lines.
[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's1 (14.29)18.2507
2000's3 (42.86)29.6817
2010's3 (42.86)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.72

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 Index12.72 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.72)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
gossypol
Gossypol: A dimeric sesquiterpene found in cottonseed (GOSSYPIUM). The (-) isomer is active as a male contraceptive (CONTRACEPTIVE AGENTS, MALE) whereas toxic symptoms are associated with the (+) isomer.		2.0410
indomethacin
Indomethacin: A non-steroidal anti-inflammatory agent (NSAID) that inhibits CYCLOOXYGENASE, which is necessary for the formation of PROSTAGLANDINS and other AUTACOIDS. It also inhibits the motility of POLYMORPHONUCLEAR LEUKOCYTES.. indometacin : A member of the class of indole-3-acetic acids that is indole-3-acetic acid in which the indole ring is substituted at positions 1, 2 and 5 by p-chlorobenzoyl, methyl, and methoxy groups, respectively. A non-steroidal anti-inflammatory drug, it is used in the treatment of musculoskeletal and joint disorders including osteoarthritis, rheumatoid arthritis, gout, bursitis and tendinitis.		210aromatic ether;
indole-3-acetic acids;
monochlorobenzenes;
N-acylindole		analgesic;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
gout suppressant;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite;
xenobiotic
2-naphthol
2-naphthol: RN given refers to parent cpd. 2-naphthol : A naphthol carrying a hydroxy group at position 2.. naphthols : Any hydroxynaphthalene derivative that has a single hydroxy substituent.		1.9910naphtholantinematodal drug;
genotoxin;
human urinary metabolite;
human xenobiotic metabolite;
mouse metabolite;
radical scavenger
acetylcysteine
N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.		2.1510acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary
d-alpha tocopherol
Vitamin E: A generic descriptor for all TOCOPHEROLS and TOCOTRIENOLS that exhibit ALPHA-TOCOPHEROL activity. By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of ISOPRENOIDS.. tocopherol : A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain.. vitamin E : Any member of a group of fat-soluble chromanols that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen.. (R,R,R)-alpha-tocopherol : An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.		2.0810alpha-tocopherolalgal metabolite;
antiatherogenic agent;
anticoagulant;
antioxidant;
antiviral agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
immunomodulator;
micronutrient;
nutraceutical;
plant metabolite
mansonone c
mansonone C: structure in first source		2.08101,2-naphthoquinones;
sesquiterpenoid
ribavirin
Rebetron: Rebetron is tradename		2.08101-ribosyltriazole;
aromatic amide;
monocarboxylic acid amide;
primary carboxamide		anticoronaviral agent;
antiinfective agent;
antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
mansonone e
mansonone E: a potent anti-bacterial sesquiterpenoid isolated from the dried root bark of Ulmus pumila; structure in first source		2.4620
a-130a
[no description available]		210
doxorubicin hydrochloride
[no description available]		2.1110anthracycline
mansonone g
[no description available]		2.0210
Methyl nigakinone
4,5-dimethoxycanthin-6-one: an active metabolite of Picrasma quassiodes; structure in first source		2.0810beta-carbolines
sesquiterpenes
[no description available]		2.4120
naphthoquinones
Naphthoquinones: Naphthalene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.		2.0210
quercetin
[no description available]		2.4207-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
kaempferol
[no description available]		1.99107-hydroxyflavonol;
flavonols;
tetrahydroxyflavone		antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite
podocarpusflavone a
podocarpusflavone A: isolated from Podocarpus imbricatus		2.1110flavonoid oligomer
sequoiaflavone
sequoiaflavone: Isolated from Ginkgo biloba; structure in first source		2.1110
7-hydroxy-3,4-dihydrocadalin
7-hydroxy-3,4-dihydrocadalin: from Heterotheca inuloides; structure given in first source		1.9910
ConditionIndicatedRelationship StrengthStudiesTrials
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		0210
Anasarca
[description not available]		0210
Edema
Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.		0210
Innate Inflammatory Response
[description not available]		02.1510
Benign Neoplasms
[description not available]		02.1510
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		02.1510
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.		02.1510