Compounds > glabrene
Page last updated: 2024-12-08

glabrene

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

Description

glabrene: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID480774
CHEMBL ID462722
CHEBI ID175112
SCHEMBL ID12866254
MeSH IDM0405651

Synonyms (23)

Synonym
8-(7-hydroxy-2h-chromen-3-yl)-2,2-dimethylchromen-5-ol
CHEBI:175112
glabrene
2',2'-dimethyl-2h,2'h-[3,8']bi[1-benzopyranyl]-7,5'-diol
60008-03-9
8-(7-hydroxy-2h-chromen-3-yl)-2,2-dimethyl-chromen-5-ol
CHEMBL462722
2,2-dimethyl-8-(7-oxidanyl-2h-chromen-3-yl)chromen-5-ol
8-(7-hydroxy-2h-1-benzopyran-3-yl)-2,2-dimethyl-1-benzopyran-5-ol
A832738
2',2'-dimethyl-2h,2'h-(3,8')bi(1-benzopyranyl)-7,5'-diol
c6y321q75o ,
unii-c6y321q75o
(3,8'-bi-2h-1-benzopyran)-5',7-diol, 2',2'-dimethyl-
SCHEMBL12866254
DTXSID90208715
8-(7-hydroxy-2h-chromen-3-yl)-2,2-dimethyl-2h-chromen-5-ol
2',2'-dimethyl[3,8'-bi-2h-1-benzopyran]-5',7-diol, 9ci
AKOS032949064
HY-N3943
CS-0024493
Q27275267
bdbm50267185

Research Excerpts

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
isoflavonoidAny 1-benzopyran with an aryl substituent at position 3. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds.
[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]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
TyrosinaseHomo sapiens (human)IC50 (µMol)7.50000.02304.459310.0000AID1484035
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (11)

Processvia Protein(s)Taxonomy
melanin biosynthetic process from tyrosineTyrosinaseHomo sapiens (human)
eye pigment biosynthetic processTyrosinaseHomo sapiens (human)
visual perceptionTyrosinaseHomo sapiens (human)
cell population proliferationTyrosinaseHomo sapiens (human)
response to UVTyrosinaseHomo sapiens (human)
response to blue lightTyrosinaseHomo sapiens (human)
response to vitamin DTyrosinaseHomo sapiens (human)
melanin biosynthetic processTyrosinaseHomo sapiens (human)
thymus developmentTyrosinaseHomo sapiens (human)
response to cAMPTyrosinaseHomo sapiens (human)
pigmentationTyrosinaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
tyrosinase activityTyrosinaseHomo sapiens (human)
copper ion bindingTyrosinaseHomo sapiens (human)
protein bindingTyrosinaseHomo sapiens (human)
identical protein bindingTyrosinaseHomo sapiens (human)
protein homodimerization activityTyrosinaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (7)

Processvia Protein(s)Taxonomy
cytoplasmTyrosinaseHomo sapiens (human)
lysosomeTyrosinaseHomo sapiens (human)
Golgi-associated vesicleTyrosinaseHomo sapiens (human)
melanosome membraneTyrosinaseHomo sapiens (human)
melanosomeTyrosinaseHomo sapiens (human)
intracellular membrane-bounded organelleTyrosinaseHomo sapiens (human)
perinuclear region of cytoplasmTyrosinaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID1484042Inhibition of LPS-induced NF-kappaB (unknown origin) transactivation expressed in human SW480 cells at 10 uM administered 1 hr after LPS stimulation measured after 6 hrs by luciferase reporter gene assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID398784Antibacterial activity against Salmonella gallinarum ATCC 9184 at 100 mcg/ml by agar-dilution streak method
AID398789Antifungal activity against Candida albicans ATCC 10231 at 100 mcg/ml by agar-dilution streak method
AID398785Antibacterial activity against Klebsiella pneumoniae ATCC 10031 at 100 mcg/ml by agar-dilution streak method
AID1484048Antiproliferative activity against human SW480 cells at 10 uM after 24 hrs by MTS assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484045Antiproliferative activity against human HepG2 cells at 10 uM after 24 hrs by MTS assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484035Inhibition of tyrosinase (unknown origin) using L-tyrosine as substrate preincubated for 15 mins followed by substrate addition2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484034Inhibition of tyrosinase (unknown origin) using L-tyrosine as substrate at 10 uM preincubated for 15 mins followed by substrate addition relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484037Inhibition of recombinant human PTP1B using pNPP as substrate at 10 uM after 30 mins relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484040Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production at 10 uM after 24 hrs by Griess assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484046Antiproliferative activity against human A549 cells at 10 uM after 24 hrs by MTS assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID1484047Antiproliferative activity against human MCF7 cells at 10 uM after 24 hrs by MTS assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID398779Antibacterial activity against Staphylococcus aureus ATCC 13709 by agar-dilution streak method
AID1484039Activation of Nrf2 (unknown origin) expressed in human HepG2 cells at 10 uM after 6 hrs by ARE-driven luciferase reporter gene assay relative to control2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
AID398781Antibacterial activity against Escherichia coli ATCC 9637 at 100 mcg/ml by agar-dilution streak method
AID398787Antibacterial activity against Mycobacterium smegmatis ATCC 607 by agar-dilution streak method
AID1484041Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess assay2017Journal of natural products, 02-24, Volume: 80, Issue:2
Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (62.50)29.6817
2010's2 (25.00)24.3611
2020's1 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.81

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.81 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.52 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.81)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
resorcinol
resorcinol: RN given refers to parent cpd; structure in Merck Index, 9th ed, #7951. resorcinol : A benzenediol that is benzene dihydroxylated at positions 1 and 3.		2.0110benzenediol;
phenolic donor;
resorcinols		erythropoietin inhibitor;
sensitiser
tyrosine
Tyrosine: A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.. tyrosine : An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.		2.0110amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid;
tyrosine		EC 1.3.1.43 (arogenate dehydrogenase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
2-tert-butylhydroquinone
2-tert-butylhydroquinone: an anticarcinogenic and chemopreventive agent. 2-tert-butylhydroquinone : A member of the class of hydroquinones in which one of the ring hydrogens of hydroquinone is replaced by a tert-butyl group.		2.1510hydroquinonesfood antioxidant
etoposide
[no description available]		2.1510beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
raloxifene hydrochloride
Raloxifene Hydrochloride: A second generation selective estrogen receptor modulator (SERM) used to prevent osteoporosis in postmenopausal women. It has estrogen agonist effects on bone and cholesterol metabolism but behaves as a complete estrogen antagonist on mammary gland and uterine tissue.. raloxifene hydrochloride : A hydrochloride salt resulting from the reaction of equimolar amounts of raloxifene and hydrogen chloride.		2.4220hydrochloridebone density conservation agent;
estrogen antagonist;
estrogen receptor modulator
irinotecan
[no description available]		2.1510carbamate ester;
delta-lactone;
N-acylpiperidine;
pyranoindolizinoquinoline;
ring assembly;
tertiary alcohol;
tertiary amino compound		antineoplastic agent;
apoptosis inducer;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
prodrug
ursolic acid
[no description available]		2.1510hydroxy monocarboxylic acid;
pentacyclic triterpenoid		geroprotector;
plant metabolite
liquiritigenin
liquiritigenin: structure given in first source; isolated from Pterocarpus marsupium. 4',7-dihydroxyflavanone : A dihydroxyflavanone in which the two hydroxy substituents are located at positions 4' and 7.. liquiritigenin : A dihydroxyflavanone compound having the two hydroxy substituents at the 4'- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor beta.		2.15104',7-dihydroxyflavanonehormone agonist;
plant metabolite
glabridin
[no description available]		3.4170hydroxyisoflavansantiplasmodial drug
naringenin
(S)-naringenin : The (S)-enantiomer of naringenin.		2.1510(2S)-flavan-4-one;
naringenin		expectorant;
plant metabolite
abyssinone i
abyssinone I: anti-oxidant and cytotoxic compound from East African medicinal plant Erythrina abyssinica; structure in first source. abyssinone I : A monohydroxyflavanone that is (2S)-2',2'-dimethyl-2,3-dihydro-2'H,4H-2,6'-bichromen-4-one carrying a hydroxy substituent at position 7.		2.1510monohydroxyflavanone;
phenols		apoptosis inhibitor;
plant metabolite
benzyloxycarbonylleucyl-leucyl-leucine aldehyde
benzyloxycarbonylleucyl-leucyl-leucine aldehyde: proteasome inhibitor. N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal : A tripeptide that is L-leucyl-L-leucyl-L-leucine in which the C-terminal carboxy group has been reduced to the corresponding aldehyde and the N-terminal amino group is protected as its benzyloxycarbonyl derivative.		2.1510amino aldehyde;
carbamate ester;
tripeptide		proteasome inhibitor
chalcone
trans-chalcone : The trans-isomer of chalcone.		2.0110chalconeEC 3.2.1.1 (alpha-amylase) inhibitor
isoliquiritigenin
[no description available]		7.4620chalconesantineoplastic agent;
biological pigment;
EC 1.14.18.1 (tyrosinase) inhibitor;
GABA modulator;
geroprotector;
metabolite;
NMDA receptor antagonist
curcumin
Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.. curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.		2.1510aromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger
tamoxifen
[no description available]		210stilbenoid;
tertiary amino compound		angiogenesis inhibitor;
antineoplastic agent;
bone density conservation agent;
EC 1.2.3.1 (aldehyde oxidase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
estrogen antagonist;
estrogen receptor antagonist;
estrogen receptor modulator
formononetin
[no description available]		2.15104'-methoxyisoflavones;
7-hydroxyisoflavones		phytoestrogen;
plant metabolite
calcitriol
dihydroxy-vitamin D3: as a major in vitro metabolite of 1alpha,25-dihydroxyvitamin D3, produced in primary cultures of neonatal human keratinocytes		2.4220D3 vitamins;
hydroxycalciol;
triol		antineoplastic agent;
antipsoriatic;
bone density conservation agent;
calcium channel agonist;
calcium channel modulator;
hormone;
human metabolite;
immunomodulator;
metabolite;
mouse metabolite;
nutraceutical
genistein
[no description available]		2.01107-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
isobavachalcone
isobavachalcone: RN given for (E)-isomer; structure in first source. isobavachalcone : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4' and a prenyl group at position 3'.		2.1510chalcones;
polyphenol		antibacterial agent;
metabolite;
platelet aggregation inhibitor
daidzein
[no description available]		2.01107-hydroxyisoflavonesantineoplastic agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
phytoestrogen;
plant metabolite
lupiwighteone
lupiwighteone: has antineoplastic activity; structure in first source		2.1510isoflavones
eurycarpin b
eurycarpin B: from the roots of Glycyrrhiza eurycarpa; structure in first source		2.1510isoflavonoid
licochalcone a
licochalcone A: has both anti-inflammatory and antineoplastic activities; structure given in first source; isolated from root of Glycyrrhiza inflata; RN given refers to (E)-isomer		2.1510chalcones
Kanzonol B
[no description available]		2.1510chalcones
glabrol
glabrol: from Glycyrrhiza glabra hairy root; structure in first source		2.1510flavanones
derrone
derrone: from Retama raetam flowers; structure in first source		2.1510isoflavonoid
phytoestrogens
Phytoestrogens: Compounds derived from plants, primarily ISOFLAVONES that mimic or modulate endogenous estrogens, usually by binding to ESTROGEN RECEPTORS.		2.7330
ConditionIndicatedRelationship StrengthStudiesTrials
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		02.3110
Age-Related Osteoporosis
[description not available]		02.3110
Osteoporosis
Reduction of bone mass without alteration in the composition of bone, leading to fractures. Primary osteoporosis can be of two major types: postmenopausal osteoporosis (OSTEOPOROSIS, POSTMENOPAUSAL) and age-related or senile osteoporosis.		07.3110
Depression, Endogenous
[description not available]		02.0110
Depressive Disorder
An affective disorder manifested by either a dysphoric mood or loss of interest or pleasure in usual activities. The mood disturbance is prominent and relatively persistent.		02.0110
Menopause
The last menstrual period. Permanent cessation of menses (MENSTRUATION) is usually defined after 6 to 12 months of AMENORRHEA in a woman over 45 years of age. In the United States, menopause generally occurs in women between 48 and 55 years of age.		02.0110
Breast Cancer
[description not available]		0210
Breast Neoplasms
Tumors or cancer of the human BREAST.		0210