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

Details

• Internal ID: 953531f9-3bf7-41dd-96ed-2762acd04be8
• 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,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O)O)O)O
• InChI: InChI=1S/C29H32O17/c1-10(31)41-9-17-20(36)22(38)24(40)28(44-17)46-27-23(39)19(35)16(8-30)43-29(27)45-26-21(37)18-14(34)6-13(33)7-15(18)42-25(26)11-2-4-12(32)5-3-11/h2-7,16-17,19-20,22-24,27-30,32-36,38-40H,8-9H2,1H3/t16-,17-,19-,20-,22+,23+,24-,27-,28+,29+/m1/s1
• InChI Key: CDTNLNYMZSMCGJ-ZNHLPFEVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₇
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.16394955 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5167	51.67%
Caco-2	-	0.9162	91.62%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	0.7081	70.81%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7608	76.08%
P-glycoprotein inhibitior	-	0.4924	49.24%
P-glycoprotein substrate	-	0.5705	57.05%
CYP3A4 substrate	+	0.6758	67.58%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9645	96.45%
CYP2C9 inhibition	-	0.9249	92.49%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9637	96.37%
CYP1A2 inhibition	-	0.9041	90.41%
CYP2C8 inhibition	+	0.8144	81.44%
CYP inhibitory promiscuity	-	0.8547	85.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6717	67.17%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.6662	66.62%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7514	75.14%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.8190	81.90%
Androgen receptor binding	+	0.7057	70.57%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5783	57.83%
Aromatase binding	+	0.6369	63.69%
PPAR gamma	+	0.6991	69.91%
Honey bee toxicity	-	0.7420	74.20%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9188	91.88%

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	99.30%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.76%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.24%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.05%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	93.53%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.26%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.19%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.65%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.62%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.39%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.04%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.72%	94.80%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.04%	95.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.05%	94.33%
CHEMBL3194	P02766	Transthyretin	82.04%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.32%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.82%	99.15%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 162865216
• LOTUS: LTS0189657
• wikiData: Q104955179