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

Details

• Internal ID: f4f71a6f-f289-4302-9e7e-87965be896dd
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 3-O-methylated isoflavonoids
• IUPAC Name: [3-hydroxy-10-(4-hydroxy-3,5-dimethoxyphenyl)-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)OC)O)OC
• SMILES (Isomeric): CC(=O)OC1C(COC2=C1C=C3C(=C2)CCC4=C3C(=CC(=C4)O)OC)C5=CC(=C(C(=C5)OC)O)OC
• InChI: InChI=1S/C28H28O8/c1-14(29)36-28-20-12-19-15(5-6-16-7-18(30)11-23(32-2)26(16)19)8-22(20)35-13-21(28)17-9-24(33-3)27(31)25(10-17)34-4/h7-12,21,28,30-31H,5-6,13H2,1-4H3
• InChI Key: SUGWBXVMOYXCSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₈
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.17841785 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

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	-	0.6159	61.59%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8673	86.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8151	81.51%
OATP1B3 inhibitior	+	0.8806	88.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9774	97.74%
P-glycoprotein inhibitior	+	0.8643	86.43%
P-glycoprotein substrate	-	0.5171	51.71%
CYP3A4 substrate	+	0.6806	68.06%
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	+	0.8196	81.96%
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	-	0.8917	89.17%
Skin irritation	-	0.8068	80.68%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6439	64.39%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9427	94.27%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6781	67.81%
Acute Oral Toxicity (c)	III	0.4674	46.74%
Estrogen receptor binding	+	0.8788	87.88%
Androgen receptor binding	+	0.6843	68.43%
Thyroid receptor binding	+	0.6841	68.41%
Glucocorticoid receptor binding	+	0.8432	84.32%
Aromatase binding	-	0.5479	54.79%
PPAR gamma	+	0.6780	67.80%
Honey bee toxicity	-	0.7414	74.14%
Biodegradation	-	0.9250	92.50%
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	99.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.97%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.58%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.47%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.43%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.11%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	91.23%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.78%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.47%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.66%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.64%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.27%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.59%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.71%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.44%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.66%	97.21%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.26%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.73%	92.94%
CHEMBL2056	P21728	Dopamine D1 receptor	81.39%	91.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.21%	94.00%

Plants that contains it

• Pleione bulbocodioides

Cross-Links

• PubChem: 163038790
• LOTUS: LTS0007639
• wikiData: Q105260921