CID 101688453

Details

• Internal ID: 3c268a31-ec25-4d0c-850c-8ff98b05027d
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids
• IUPAC Name: [(3S,4S)-8-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4,5,6-tetrahydro-2H-naphtho[2,1-f]chromen-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(COC2=CC(=C3C(=C12)CCC4=C3C=CC(=C4)O)OC)C5=CC(=C(C=C5)O)OC
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H](COC2=CC(=C3C(=C12)CCC4=C3C=CC(=C4)O)OC)C5=CC(=C(C=C5)O)OC
• InChI: InChI=1S/C27H26O7/c1-14(28)34-27-20(16-5-9-21(30)22(11-16)31-2)13-33-24-12-23(32-3)25-18-8-6-17(29)10-15(18)4-7-19(25)26(24)27/h5-6,8-12,20,27,29-30H,4,7,13H2,1-3H3/t20-,27+/m1/s1
• InChI Key: QDTMSPUGALRFKA-HRFSGMKKSA-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

• 147235-17-4
• [(3S,4S)-8-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4,5,6-tetrahydro-2H-naphtho[2,1-f]chromen-4-yl] acetate
• E88886

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8418	84.18%
Caco-2	-	0.5466	54.66%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8673	86.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.8806	88.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9843	98.43%
P-glycoprotein inhibitior	+	0.9339	93.39%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6882	68.82%
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	+	0.8323	83.23%
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	-	0.8757	87.57%
Skin irritation	-	0.8068	80.68%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8146	81.46%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.6125	61.25%
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	-	0.7218	72.18%
Acute Oral Toxicity (c)	III	0.4674	46.74%
Estrogen receptor binding	+	0.8978	89.78%
Androgen receptor binding	+	0.7325	73.25%
Thyroid receptor binding	+	0.6049	60.49%
Glucocorticoid receptor binding	+	0.8338	83.38%
Aromatase binding	-	0.6528	65.28%
PPAR gamma	+	0.6495	64.95%
Honey bee toxicity	-	0.7200	72.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	99.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.53%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	94.79%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.67%	82.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.62%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.36%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.39%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.85%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.15%	97.09%
CHEMBL2535	P11166	Glucose transporter	89.10%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.81%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.24%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.54%	86.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.55%	85.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.50%	96.95%
CHEMBL4208	P20618	Proteasome component C5	86.31%	90.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.29%	91.79%
CHEMBL2056	P21728	Dopamine D1 receptor	85.41%	91.00%
CHEMBL3194	P02766	Transthyretin	84.71%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.09%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.01%	92.94%
CHEMBL3438	Q05513	Protein kinase C zeta	81.36%	88.48%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.41%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.31%	89.62%

Plants that contains it

• Bletilla striata
• Pleione bulbocodioides
• Syzygium aromaticum

Cross-Links

• PubChem: 101688453
• NPASS: NPC300161
• LOTUS: LTS0256539
• wikiData: Q104403749