7,21-Dihydroxy-17,17-dimethyl-10,12,16-trioxapentacyclo[11.8.0.03,11.04,9.015,20]henicosa-1(21),3(11),4(9),5,7,13,15(20),18-octaen-2-one

Details

• Internal ID: bdefed0a-4c77-4147-883e-6374b84afba9
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 7,21-dihydroxy-17,17-dimethyl-10,12,16-trioxapentacyclo[11.8.0.03,11.04,9.015,20]henicosa-1(21),3(11),4(9),5,7,13,15(20),18-octaen-2-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C4=C(O3)OC5=C4C=CC(=C5)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C4=C(O3)OC5=C4C=CC(=C5)O)C
• InChI: InChI=1S/C20H14O6/c1-20(2)6-5-11-13(26-20)8-14-16(17(11)22)18(23)15-10-4-3-9(21)7-12(10)24-19(15)25-14/h3-8,21-22H,1-2H3
• InChI Key: KMXXMLCKSKZOPT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄O₆
• Molecular Weight: 350.30 g/mol
• Exact Mass: 350.07903816 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.5895	58.95%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8314	83.14%
OATP2B1 inhibitior	-	0.5671	56.71%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9113	91.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7575	75.75%
P-glycoprotein inhibitior	-	0.4613	46.13%
P-glycoprotein substrate	+	0.5342	53.42%
CYP3A4 substrate	+	0.6000	60.00%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8394	83.94%
CYP3A4 inhibition	-	0.5329	53.29%
CYP2C9 inhibition	+	0.8078	80.78%
CYP2C19 inhibition	-	0.5801	58.01%
CYP2D6 inhibition	-	0.7281	72.81%
CYP1A2 inhibition	-	0.6845	68.45%
CYP2C8 inhibition	+	0.6408	64.08%
CYP inhibitory promiscuity	+	0.5631	56.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4592	45.92%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.5433	54.33%
Skin irritation	-	0.6694	66.94%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7112	71.12%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7058	70.58%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8030	80.30%
Acute Oral Toxicity (c)	III	0.4862	48.62%
Estrogen receptor binding	+	0.9394	93.94%
Androgen receptor binding	+	0.8655	86.55%
Thyroid receptor binding	+	0.7210	72.10%
Glucocorticoid receptor binding	+	0.9226	92.26%
Aromatase binding	+	0.7967	79.67%
PPAR gamma	+	0.9139	91.39%
Honey bee toxicity	-	0.8415	84.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	99.22%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.46%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.78%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.34%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.91%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.69%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.25%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%

Plants that contains it

• Lupinus luteus

Cross-Links

• PubChem: 56642235
• LOTUS: LTS0225848
• wikiData: Q105143262