17-Methoxy-6-prop-1-en-2-yl-7,11,20-trioxapentacyclo[11.7.0.02,10.04,8.014,19]icosa-2(10),3,8,14(19),15,17-hexaen-18-ol

Details

• Internal ID: 4754383a-e1b9-4640-b9cc-0afad1f3919f
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 17-methoxy-6-prop-1-en-2-yl-7,11,20-trioxapentacyclo[11.7.0.02,10.04,8.014,19]icosa-2(10),3,8,14(19),15,17-hexaen-18-ol
• SMILES (Canonical): CC(=C)C1CC2=CC3=C(C=C2O1)OCC4C3OC5=C4C=CC(=C5O)OC
• SMILES (Isomeric): CC(=C)C1CC2=CC3=C(C=C2O1)OCC4C3OC5=C4C=CC(=C5O)OC
• InChI: InChI=1S/C21H20O5/c1-10(2)16-7-11-6-13-18(8-17(11)25-16)24-9-14-12-4-5-15(23-3)19(22)21(12)26-20(13)14/h4-6,8,14,16,20,22H,1,7,9H2,2-3H3
• InChI Key: IJYFCLZEBZPQIZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₅
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13107373 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6748	67.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8619	86.19%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6022	60.22%
P-glycoprotein inhibitior	-	0.5396	53.96%
P-glycoprotein substrate	+	0.5428	54.28%
CYP3A4 substrate	+	0.6325	63.25%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.4888	48.88%
CYP3A4 inhibition	+	0.7788	77.88%
CYP2C9 inhibition	-	0.6789	67.89%
CYP2C19 inhibition	+	0.8482	84.82%
CYP2D6 inhibition	-	0.7902	79.02%
CYP1A2 inhibition	+	0.8366	83.66%
CYP2C8 inhibition	+	0.6516	65.16%
CYP inhibitory promiscuity	+	0.7861	78.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6748	67.48%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8667	86.67%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5285	52.85%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.5787	57.87%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.7183	71.83%
Acute Oral Toxicity (c)	II	0.5135	51.35%
Estrogen receptor binding	+	0.7414	74.14%
Androgen receptor binding	+	0.5830	58.30%
Thyroid receptor binding	+	0.7358	73.58%
Glucocorticoid receptor binding	+	0.7803	78.03%
Aromatase binding	-	0.5482	54.82%
PPAR gamma	+	0.6878	68.78%
Honey bee toxicity	-	0.6951	69.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9660	96.60%

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	98.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.70%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.53%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.21%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.07%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.45%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL240	Q12809	HERG	86.38%	89.76%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.16%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.80%	97.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.54%	89.62%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.05%	96.39%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.99%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.76%	94.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.90%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.70%	94.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.65%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.59%	97.14%
CHEMBL2056	P21728	Dopamine D1 receptor	80.14%	91.00%

Plants that contains it

• Pongamiopsis pervilleana

Cross-Links

• PubChem: 22255692
• LOTUS: LTS0045258
• wikiData: Q105114222