Glycyrol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	57e6d902-a9f2-4b10-b829-db3e99bcc76b
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
IUPAC Name	3,9-dihydroxy-1-methoxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one
SMILES (Canonical)	CC(=CCC1=C(C2=C(C=C1O)OC(=O)C3=C2OC4=C3C=CC(=C4)O)OC)C
SMILES (Isomeric)	CC(=CCC1=C(C2=C(C=C1O)OC(=O)C3=C2OC4=C3C=CC(=C4)O)OC)C
InChI	InChI=1S/C21H18O6/c1-10(2)4-6-12-14(23)9-16-18(19(12)25-3)20-17(21(24)27-16)13-7-5-11(22)8-15(13)26-20/h4-5,7-9,22-23H,6H2,1-3H3
InChI Key	LWESBHWAOZORCQ-UHFFFAOYSA-N
Popularity	18 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₁₈O₆
Molecular Weight	366.40 g/mol
Exact Mass	366.11033829 g/mol
Topological Polar Surface Area (TPSA)	89.10 Å²
XlogP	4.70
Atomic LogP (AlogP)	4.62
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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Neoglycyrol

23013-84-5

6C3DSA537F

CHEBI:80832

3,9-dihydroxy-1-methoxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one

1,9-Dihydroxy-3-methoxy-2-prenylcoumestan

6H-Benzofuro[3,2-c][1]benzopyran-6-one, 3,9-dihydroxy-1-methoxy-2-(3-methyl-2-buten-1-yl)-

3,9-DIHYDROXY-1-METHOXY-2-(3-METHYL-2-BUTEN-1-YL)-6H-BENZOFURO(3,2-C)(1)BENZOPYRAN-6-ONE

6H-BENZOFURO(3,2-C)(1)BENZOPYRAN-6-ONE, 3,9-DIHYDROXY-1-METHOXY-2-(3-METHYL-2-BUTEN-1-YL)-

3,9-dihydroxy-1-methoxy-2-(3-methylbut-2-en-1-yl)-6H-(1)benzofuro(3,2-c)(1)benzopyran-6-one

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.6718	67.18%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7733	77.33%
OATP2B1 inhibitior	-	0.5714	57.14%
OATP1B1 inhibitior	+	0.8527	85.27%
OATP1B3 inhibitior	-	0.2490	24.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6960	69.60%
P-glycoprotein inhibitior	+	0.6003	60.03%
P-glycoprotein substrate	-	0.6048	60.48%
CYP3A4 substrate	+	0.5620	56.20%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8213	82.13%
CYP3A4 inhibition	-	0.6245	62.45%
CYP2C9 inhibition	+	0.8349	83.49%
CYP2C19 inhibition	+	0.8308	83.08%
CYP2D6 inhibition	-	0.6268	62.68%
CYP1A2 inhibition	+	0.7163	71.63%
CYP2C8 inhibition	+	0.5848	58.48%
CYP inhibitory promiscuity	+	0.8693	86.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4933	49.33%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.5551	55.51%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5747	57.47%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7736	77.36%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8087	80.87%
Acute Oral Toxicity (c)	III	0.4595	45.95%
Estrogen receptor binding	+	0.9237	92.37%
Androgen receptor binding	+	0.8537	85.37%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	+	0.8960	89.60%
Aromatase binding	+	0.7602	76.02%
PPAR gamma	+	0.9119	91.19%
Honey bee toxicity	-	0.8186	81.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.78%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.64%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.35%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.80%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.73%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.37%	91.49%
CHEMBL3194	P02766	Transthyretin	86.29%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.40%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.31%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.02%	85.14%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.44%	83.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.69%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.73%	91.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Glycyrrhiza uralensis

Isatis tinctoria

Mitracarpus hirtus

Senecio subsessilis