17-(4-Hydroxy-3-methylbut-2-enyl)-6,11,19-trioxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2(10),3,8,13,15,17-hexaene-15,16-diol

Details

• Internal ID: 9817c2f2-5ed0-454c-be5b-ccdd94adc2cf
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 17-(4-hydroxy-3-methylbut-2-enyl)-6,11,19-trioxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2(10),3,8,13,15,17-hexaene-15,16-diol
• InChI: InChI=1S/C22H22O6/c1-11(7-23)2-3-14-20(25)18(24)6-16-21(14)27-10-17-15-4-12-8-26-9-13(12)5-19(15)28-22(16)17/h2,4-6,17,22-25H,3,7-10H2,1H3
• InChI Key: BZTOCIGDCPTQOF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₆
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.14163842 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9544	95.44%
Caco-2	-	0.6551	65.51%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7712	77.12%
P-glycoprotein inhibitior	-	0.5801	58.01%
P-glycoprotein substrate	-	0.5090	50.90%
CYP3A4 substrate	+	0.5838	58.38%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	+	0.3577	35.77%
CYP3A4 inhibition	-	0.7234	72.34%
CYP2C9 inhibition	-	0.6659	66.59%
CYP2C19 inhibition	-	0.5639	56.39%
CYP2D6 inhibition	-	0.7888	78.88%
CYP1A2 inhibition	-	0.5455	54.55%
CYP2C8 inhibition	+	0.5370	53.70%
CYP inhibitory promiscuity	-	0.5841	58.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.7464	74.64%
Skin irritation	-	0.7502	75.02%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6779	67.79%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7906	79.06%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8818	88.18%
Acute Oral Toxicity (c)	III	0.4695	46.95%
Estrogen receptor binding	+	0.8562	85.62%
Androgen receptor binding	+	0.7483	74.83%
Thyroid receptor binding	+	0.6092	60.92%
Glucocorticoid receptor binding	+	0.7161	71.61%
Aromatase binding	-	0.5224	52.24%
PPAR gamma	+	0.7476	74.76%
Honey bee toxicity	-	0.8480	84.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	99.69%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.81%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	91.76%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.44%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	89.98%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.43%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.99%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.86%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.37%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.36%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.01%	95.56%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	82.66%	95.55%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.17%	89.00%

Plants that contains it

• Berchemia discolor

Cross-Links

• PubChem: 162851687
• LOTUS: LTS0228543
• wikiData: Q104950691