[(10R,11R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-1-methoxy-6,9,10,11-tetrahydro-5H-naphtho[1,2-g]chromen-11-yl] acetate

Details

• Internal ID: 6fdbae9c-28a0-4efc-9bf3-8270d55a4691
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 3-O-methylated isoflavonoids
• IUPAC Name: [(10R,11R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-1-methoxy-6,9,10,11-tetrahydro-5H-naphtho[1,2-g]chromen-11-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(COC2=C1C=C3C(=C2)CCC4=C3C(=CC(=C4)O)OC)C5=CC(=C(C=C5)O)OC
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H](COC2=C1C=C3C(=C2)CCC4=C3C(=CC(=C4)O)OC)C5=CC(=C(C=C5)O)OC
• InChI: InChI=1S/C27H26O7/c1-14(28)34-27-20-12-19-15(4-5-17-8-18(29)11-25(32-3)26(17)19)9-23(20)33-13-21(27)16-6-7-22(30)24(10-16)31-2/h6-12,21,27,29-30H,4-5,13H2,1-3H3/t21-,27-/m0/s1
• InChI Key: CMIPGPXJTWZURY-IDISGSTGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₇
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.16785316 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8418	84.18%
Caco-2	-	0.6039	60.39%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8673	86.73%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.8806	88.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9903	99.03%
P-glycoprotein inhibitior	+	0.9028	90.28%
P-glycoprotein substrate	-	0.6162	61.62%
CYP3A4 substrate	+	0.6765	67.65%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	-	0.7374	73.74%
CYP3A4 inhibition	-	0.8551	85.51%
CYP2C9 inhibition	+	0.6435	64.35%
CYP2C19 inhibition	-	0.6160	61.60%
CYP2D6 inhibition	-	0.8866	88.66%
CYP1A2 inhibition	+	0.6721	67.21%
CYP2C8 inhibition	+	0.8437	84.37%
CYP inhibitory promiscuity	+	0.5460	54.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6644	66.44%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8817	88.17%
Skin irritation	-	0.8068	80.68%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6980	69.80%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9427	94.27%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6384	63.84%
Acute Oral Toxicity (c)	III	0.4674	46.74%
Estrogen receptor binding	+	0.9023	90.23%
Androgen receptor binding	+	0.7137	71.37%
Thyroid receptor binding	+	0.6756	67.56%
Glucocorticoid receptor binding	+	0.8524	85.24%
Aromatase binding	-	0.6055	60.55%
PPAR gamma	+	0.7413	74.13%
Honey bee toxicity	-	0.7698	76.98%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8929	89.29%

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	99.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.62%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.60%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.55%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.02%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.84%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	92.69%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.54%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.50%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.54%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.64%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.57%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.34%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.27%	82.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.55%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.51%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.99%	98.75%
CHEMBL3194	P02766	Transthyretin	82.72%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.57%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.08%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.82%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.38%	99.15%

Plants that contains it

• Bletilla striata
• Pleione bulbocodioides

Cross-Links

• PubChem: 163057784
• LOTUS: LTS0016511
• wikiData: Q104964609