6-Hydroxy-15-methoxy-19,19-dimethyl-3,12,20-trioxapentacyclo[11.8.0.02,10.04,9.016,21]henicosa-1(21),2(10),4(9),5,7,13,15-heptaen-11-one

Details

• Internal ID: cf44e234-633a-4ed0-ba7a-b957629013a8
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 6-hydroxy-15-methoxy-19,19-dimethyl-3,12,20-trioxapentacyclo[11.8.0.02,10.04,9.016,21]henicosa-1(21),2(10),4(9),5,7,13,15-heptaen-11-one
• InChI: InChI=1S/C21H18O6/c1-21(2)7-6-12-13(24-3)9-15-17(18(12)27-21)19-16(20(23)26-15)11-5-4-10(22)8-14(11)25-19/h4-5,8-9,22H,6-7H2,1-3H3
• InChI Key: OJFZQSUOBVJAIP-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.11033829 g/mol
• Topological Polar Surface Area (TPSA): 78.10 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	+	0.6676	66.76%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7653	76.53%
OATP2B1 inhibitior	-	0.7210	72.10%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5312	53.12%
P-glycoprotein inhibitior	+	0.6899	68.99%
P-glycoprotein substrate	-	0.5336	53.36%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	0.5848	58.48%
CYP2D6 substrate	-	0.8153	81.53%
CYP3A4 inhibition	-	0.7693	76.93%
CYP2C9 inhibition	-	0.6707	67.07%
CYP2C19 inhibition	-	0.7514	75.14%
CYP2D6 inhibition	-	0.7755	77.55%
CYP1A2 inhibition	-	0.6362	63.62%
CYP2C8 inhibition	+	0.6787	67.87%
CYP inhibitory promiscuity	-	0.9017	90.17%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4844	48.44%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.5880	58.80%
Skin irritation	-	0.7637	76.37%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8581	85.81%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6849	68.49%
Acute Oral Toxicity (c)	III	0.4720	47.20%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.8491	84.91%
Thyroid receptor binding	+	0.5625	56.25%
Glucocorticoid receptor binding	+	0.8828	88.28%
Aromatase binding	+	0.7596	75.96%
PPAR gamma	+	0.9005	90.05%
Honey bee toxicity	-	0.7582	75.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5151	51.51%
Fish aquatic toxicity	+	0.9420	94.20%

Targets

Proven Targets:

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	99.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.79%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.34%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.02%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.61%	94.00%
CHEMBL2535	P11166	Glucose transporter	92.26%	98.75%
CHEMBL2581	P07339	Cathepsin D	89.57%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.60%	99.23%
CHEMBL242	Q92731	Estrogen receptor beta	87.32%	98.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.49%	95.89%

Plants that contains it

• Glycyrrhiza aspera
• Glycyrrhiza glabra
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 5318570
• NPASS: NPC176663
• LOTUS: LTS0143791
• wikiData: Q105193064