[6-[4,5-Dihydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-8-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: d90bac40-5a91-479c-874f-ff1e7a6847af
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid C-glycosides
• IUPAC Name: [6-[4,5-dihydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-8-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3C4=C(C=C(C5=C4OC=C(C5=O)C6=CC=C(C=C6)O)O)OC)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3C4=C(C=C(C5=C4OC=C(C5=O)C6=CC=C(C=C6)O)O)OC)CO)O)O)O)O)O)O
• InChI: InChI=1S/C38H40O18/c1-50-22-11-16(3-9-20(22)41)4-10-26(43)52-15-25-31(46)32(47)34(49)38(55-25)56-37-33(48)30(45)24(13-39)54-36(37)28-23(51-2)12-21(42)27-29(44)19(14-53-35(27)28)17-5-7-18(40)8-6-17/h3-12,14,24-25,30-34,36-42,45-49H,13,15H2,1-2H3
• InChI Key: VNOJCFWOJRRJLZ-UHFFFAOYSA-N
• Popularity: 0 references 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): 281.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.20
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5340	53.40%
Caco-2	-	0.8927	89.27%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5166	51.66%
OATP2B1 inhibitior	-	0.5756	57.56%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4598	45.98%
P-glycoprotein inhibitior	+	0.6569	65.69%
P-glycoprotein substrate	-	0.5338	53.38%
CYP3A4 substrate	+	0.7036	70.36%
CYP2C9 substrate	-	0.8152	81.52%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.9031	90.31%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9355	93.55%
CYP2C8 inhibition	+	0.8435	84.35%
CYP inhibitory promiscuity	-	0.7496	74.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.5829	58.29%
Human Ether-a-go-go-Related Gene inhibition	+	0.7360	73.60%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8110	81.10%
Acute Oral Toxicity (c)	III	0.6240	62.40%
Estrogen receptor binding	+	0.8039	80.39%
Androgen receptor binding	+	0.7495	74.95%
Thyroid receptor binding	+	0.5284	52.84%
Glucocorticoid receptor binding	+	0.6765	67.65%
Aromatase binding	+	0.5862	58.62%
PPAR gamma	+	0.7124	71.24%
Honey bee toxicity	-	0.6924	69.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8986	89.86%

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	99.65%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.66%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.66%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.01%	96.00%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3194	P02766	Transthyretin	93.62%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.78%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.75%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.26%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.73%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.19%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.92%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.90%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	85.79%	91.49%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.04%	91.71%
CHEMBL4208	P20618	Proteasome component C5	83.41%	90.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.05%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.02%	97.09%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.78%	98.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.76%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.72%	92.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.43%	99.15%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	82.13%	97.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.76%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	81.69%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.59%	95.78%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.18%	80.78%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.06%	93.10%
CHEMBL1937	Q92769	Histone deacetylase 2	80.83%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.74%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.70%	95.89%

Plants that contains it

• Ziziphus jujuba

Cross-Links

• PubChem: 162987097
• LOTUS: LTS0117659
• wikiData: Q105289775