(1S,6R,13S)-17,18-dimethoxy-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-hexaene

Details

• Internal ID: 9fab8017-035e-48f3-b52b-ae480ee4ef96
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (1S,6R,13S)-17,18-dimethoxy-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-hexaene
• SMILES (Canonical): CC(=C)C1CC2=CC3=C(C=C2O1)OCC4C3OC5=C4C=CC(=C5OC)OC
• SMILES (Isomeric): CC(=C)[C@H]1CC2=CC3=C(C=C2O1)OC[C@H]4[C@@H]3OC5=C4C=CC(=C5OC)OC
• InChI: InChI=1S/C22H22O5/c1-11(2)17-8-12-7-14-19(9-18(12)26-17)25-10-15-13-5-6-16(23-3)22(24-4)21(13)27-20(14)15/h5-7,9,15,17,20H,1,8,10H2,2-4H3/t15-,17-,20-/m1/s1
• InChI Key: CLCLFKDEXVVDGI-WRWLIDTKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₅
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.14672380 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7116	71.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8169	81.69%
P-glycoprotein inhibitior	+	0.7487	74.87%
P-glycoprotein substrate	-	0.5522	55.22%
CYP3A4 substrate	+	0.6177	61.77%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	+	0.7586	75.86%
CYP2C9 inhibition	-	0.7630	76.30%
CYP2C19 inhibition	+	0.8609	86.09%
CYP2D6 inhibition	-	0.8866	88.66%
CYP1A2 inhibition	+	0.9073	90.73%
CYP2C8 inhibition	+	0.5922	59.22%
CYP inhibitory promiscuity	+	0.8514	85.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6802	68.02%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8770	87.70%
Skin irritation	-	0.7758	77.58%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7482	74.82%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.5901	59.01%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7068	70.68%
Acute Oral Toxicity (c)	II	0.6395	63.95%
Estrogen receptor binding	+	0.7973	79.73%
Androgen receptor binding	+	0.5687	56.87%
Thyroid receptor binding	+	0.7604	76.04%
Glucocorticoid receptor binding	+	0.8483	84.83%
Aromatase binding	-	0.5950	59.50%
PPAR gamma	+	0.6198	61.98%
Honey bee toxicity	-	0.6915	69.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9759	97.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.87%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.09%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.53%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.04%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.85%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.83%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.13%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.78%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.50%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.94%	97.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.86%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.68%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.60%	98.95%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.84%	96.39%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.42%	97.25%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.27%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.87%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.77%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.02%	91.19%

Plants that contains it

• Pongamiopsis pervilleana

Cross-Links

• PubChem: 49866292
• NPASS: NPC78047
• ChEMBL: CHEMBL1224763
• LOTUS: LTS0095728
• wikiData: Q104963205