[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 2-methylpropanoate

Details

• Internal ID: 73201882-a471-45b1-949d-6976d28206ec
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 2-methylpropanoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)OC5C(C(C(C(O5)COC(=O)C(C)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C(C)C)O)O)O
• InChI: InChI=1S/C31H36O16/c1-11(2)29(41)42-10-18-20(35)22(37)24(39)31(45-18)46-26-12(3)43-30(25(40)23(26)38)47-28-21(36)19-16(34)8-15(33)9-17(19)44-27(28)13-4-6-14(32)7-5-13/h4-9,11-12,18,20,22-26,30-35,37-40H,10H2,1-3H3/t12-,18+,20+,22-,23-,24+,25+,26-,30-,31-/m0/s1
• InChI Key: ZUVIVEKMYYLDAM-HCCZKSGBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₁₆
• Molecular Weight: 664.60 g/mol
• Exact Mass: 664.20033506 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4886	48.86%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7622	76.22%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.8881	88.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4930	49.30%
P-glycoprotein inhibitior	-	0.4551	45.51%
P-glycoprotein substrate	+	0.5439	54.39%
CYP3A4 substrate	+	0.6674	66.74%
CYP2C9 substrate	+	0.5529	55.29%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.9283	92.83%
CYP2C9 inhibition	-	0.7553	75.53%
CYP2C19 inhibition	-	0.8947	89.47%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.8073	80.73%
CYP2C8 inhibition	+	0.7992	79.92%
CYP inhibitory promiscuity	-	0.7926	79.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6799	67.99%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.8562	85.62%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5857	58.57%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9203	92.03%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9224	92.24%
Acute Oral Toxicity (c)	III	0.6507	65.07%
Estrogen receptor binding	+	0.8021	80.21%
Androgen receptor binding	+	0.7109	71.09%
Thyroid receptor binding	+	0.5632	56.32%
Glucocorticoid receptor binding	+	0.6839	68.39%
Aromatase binding	+	0.5343	53.43%
PPAR gamma	+	0.7058	70.58%
Honey bee toxicity	-	0.7289	72.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9628	96.28%

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	99.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.50%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.14%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.76%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	93.45%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.87%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.85%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.73%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.27%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	91.15%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.84%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.61%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.53%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.36%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.49%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.25%	95.56%
CHEMBL3194	P02766	Transthyretin	84.20%	90.71%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.12%	92.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.34%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.73%	94.80%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 11847902
• LOTUS: LTS0132349
• wikiData: Q105384138