Oxytropisoflavan A

Details

• Internal ID: 6d04e88b-c114-429d-9d64-0fffc54fac86
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids
• IUPAC Name: 4-[2-hydroxy-1-[(3R)-7-hydroxy-3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-6-yl]-3-(4-hydroxyphenyl)propyl]benzene-1,3-diol
• SMILES (Canonical): COC1=C(C(=C(C=C1)C2CC3=CC(=C(C=C3OC2)O)C(C4=C(C=C(C=C4)O)O)C(CC5=CC=C(C=C5)O)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C(C=C1)[C@H]2CC3=CC(=C(C=C3OC2)O)C(C4=C(C=C(C=C4)O)O)C(CC5=CC=C(C=C5)O)O)O)OC
• InChI: InChI=1S/C32H32O9/c1-39-28-10-9-22(31(38)32(28)40-2)19-12-18-13-24(26(36)15-29(18)41-16-19)30(23-8-7-21(34)14-25(23)35)27(37)11-17-3-5-20(33)6-4-17/h3-10,13-15,19,27,30,33-38H,11-12,16H2,1-2H3/t19-,27?,30?/m0/s1
• InChI Key: KXVXSZGCAQDLCQ-JYAATUFISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₂O₉
• Molecular Weight: 560.60 g/mol
• Exact Mass: 560.20463259 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• CHEMBL1215435

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8497	84.97%
Caco-2	-	0.8316	83.16%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6473	64.73%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9519	95.19%
P-glycoprotein inhibitior	+	0.8474	84.74%
P-glycoprotein substrate	+	0.7424	74.24%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	-	0.5992	59.92%
CYP2D6 substrate	+	0.5931	59.31%
CYP3A4 inhibition	-	0.5172	51.72%
CYP2C9 inhibition	-	0.5343	53.43%
CYP2C19 inhibition	+	0.5828	58.28%
CYP2D6 inhibition	-	0.6478	64.78%
CYP1A2 inhibition	-	0.5963	59.63%
CYP2C8 inhibition	+	0.8293	82.93%
CYP inhibitory promiscuity	+	0.6889	68.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7108	71.08%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8808	88.08%
Skin irritation	-	0.8191	81.91%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8997	89.97%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9012	90.12%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9490	94.90%
Acute Oral Toxicity (c)	III	0.6077	60.77%
Estrogen receptor binding	+	0.8307	83.07%
Androgen receptor binding	+	0.7245	72.45%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	+	0.7378	73.78%
Aromatase binding	-	0.5602	56.02%
PPAR gamma	+	0.6850	68.50%
Honey bee toxicity	-	0.7356	73.56%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7123	71.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.06%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.18%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.04%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.82%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.58%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.98%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.87%	85.14%
CHEMBL2535	P11166	Glucose transporter	90.22%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.62%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.03%	94.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.31%	97.23%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.97%	85.00%
CHEMBL1255126	O15151	Protein Mdm4	86.66%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.24%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.19%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.87%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.56%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.54%	91.19%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.44%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.90%	90.71%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	82.53%	99.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.75%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.68%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.25%	94.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.97%	97.25%
CHEMBL3891	P07384	Calpain 1	80.60%	93.04%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.42%	97.21%

Plants that contains it

• Oxytropis falcata

Cross-Links

• PubChem: 46918733
• LOTUS: LTS0191527
• wikiData: Q105147554