7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 750dc585-053b-4db6-9fab-8ea346707edd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(O5)CO)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@@H](O5)CO)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H38O19/c1-10-19(36)23(40)26(43)30(46-10)45-9-17-21(38)24(41)27(44)32(50-17)51-29-22(39)18-14(35)6-13(47-31-25(42)20(37)16(8-33)49-31)7-15(18)48-28(29)11-2-4-12(34)5-3-11/h2-7,10,16-17,19-21,23-27,30-38,40-44H,8-9H2,1H3/t10-,16-,17+,19-,20-,21-,23+,24-,25+,26+,27+,30+,31+,32-/m0/s1
• InChI Key: PWFGPIVPLXWWQL-YIVBLMRTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₉
• Molecular Weight: 726.60 g/mol
• Exact Mass: 726.20072898 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.28
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6058	60.58%
Caco-2	-	0.9153	91.53%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7411	74.11%
OATP2B1 inhibitior	-	0.7096	70.96%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8545	85.45%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5296	52.96%
CYP3A4 substrate	+	0.6315	63.15%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.8912	89.12%
CYP2C9 inhibition	-	0.8395	83.95%
CYP2C19 inhibition	-	0.7907	79.07%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8523	85.23%
CYP2C8 inhibition	+	0.7768	77.68%
CYP inhibitory promiscuity	+	0.5251	52.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5882	58.82%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.8334	83.34%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7952	79.52%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8246	82.46%
Acute Oral Toxicity (c)	III	0.6724	67.24%
Estrogen receptor binding	+	0.7766	77.66%
Androgen receptor binding	+	0.5740	57.40%
Thyroid receptor binding	-	0.4920	49.20%
Glucocorticoid receptor binding	-	0.4884	48.84%
Aromatase binding	+	0.5494	54.94%
PPAR gamma	+	0.7295	72.95%
Honey bee toxicity	-	0.7572	75.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.8514	85.14%

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	99.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.74%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.50%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.01%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.16%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.39%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.69%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.23%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.70%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.43%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.38%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.21%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.84%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.31%	85.14%
CHEMBL242	Q92731	Estrogen receptor beta	86.22%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.93%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.98%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.30%	97.36%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.89%	94.80%
CHEMBL3194	P02766	Transthyretin	80.55%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.03%	95.83%

Plants that contains it

• Indigofera hebepetala

Cross-Links

• PubChem: 102444979
• LOTUS: LTS0115695
• wikiData: Q105215802