[3,4-Dihydroxy-5-[[3,4,5-trihydroxy-6-[3-(3-hydroxy-4-methoxyphenyl)-5,6-dimethoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxolan-3-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 0c211c0e-72ff-41a4-9879-7d07f912ec4c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: [3,4-dihydroxy-5-[[3,4,5-trihydroxy-6-[3-(3-hydroxy-4-methoxyphenyl)-5,6-dimethoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxolan-3-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=COC3=CC(=C(C(=C3C2=O)OC)OC)OC4C(C(C(C(O4)COC5C(C(CO5)(COC(=O)C=CC6=CC=C(C=C6)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=COC3=CC(=C(C(=C3C2=O)OC)OC)OC4C(C(C(C(O4)COC5C(C(CO5)(COC(=O)C=CC6=CC=C(C=C6)O)O)O)O)O)O)O
• InChI: InChI=1S/C38H40O18/c1-48-23-10-7-19(12-22(23)40)21-14-51-24-13-25(33(49-2)34(50-3)28(24)29(21)42)55-36-32(45)31(44)30(43)26(56-36)15-52-37-35(46)38(47,17-54-37)16-53-27(41)11-6-18-4-8-20(39)9-5-18/h4-14,26,30-32,35-37,39-40,43-47H,15-17H2,1-3H3
• InChI Key: QCJJODRTWWJORA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₀O₁₈
• Molecular Weight: 784.70 g/mol
• Exact Mass: 784.22146442 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7594	75.94%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7735	77.35%
P-glycoprotein inhibitior	+	0.7219	72.19%
P-glycoprotein substrate	+	0.7122	71.22%
CYP3A4 substrate	+	0.7153	71.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.9190	91.90%
CYP2C9 inhibition	-	0.8660	86.60%
CYP2C19 inhibition	-	0.8604	86.04%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.9188	91.88%
CYP2C8 inhibition	+	0.8706	87.06%
CYP inhibitory promiscuity	-	0.8308	83.08%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5312	53.12%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9119	91.19%
Skin irritation	-	0.8165	81.65%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7601	76.01%
Micronuclear	+	0.6274	62.74%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8340	83.40%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8260	82.60%
Acute Oral Toxicity (c)	III	0.4069	40.69%
Estrogen receptor binding	+	0.8632	86.32%
Androgen receptor binding	+	0.7273	72.73%
Thyroid receptor binding	+	0.5539	55.39%
Glucocorticoid receptor binding	+	0.7202	72.02%
Aromatase binding	+	0.6606	66.06%
PPAR gamma	+	0.7414	74.14%
Honey bee toxicity	-	0.6950	69.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9634	96.34%

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	99.57%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	99.53%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.74%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.30%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	97.68%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.65%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.64%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.70%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.67%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.57%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.52%	97.28%
CHEMBL3194	P02766	Transthyretin	85.43%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.33%	95.53%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.41%	91.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.39%	89.62%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	84.17%	97.03%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.83%	80.78%
CHEMBL5747	Q92793	CREB-binding protein	83.06%	95.12%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.81%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.78%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.49%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.29%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.82%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.77%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.64%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.16%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	80.09%	92.50%
CHEMBL2535	P11166	Glucose transporter	80.02%	98.75%

Plants that contains it

• Glycosmis pentaphylla

Cross-Links

• PubChem: 162927030
• LOTUS: LTS0036015
• wikiData: Q105218254