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

Details

• Internal ID: 77c1d66c-2260-40c0-9a1f-986698c64566
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O)O)OC(=O)C
• SMILES (Isomeric): C[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]2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O)O)OC(=O)C
• InChI: InChI=1S/C29H32O15/c1-10-26(41-11(2)31)24(38)25(39)29(40-10)44-28-23(37)21(35)18(9-30)43-27(28)20-15(34)8-17-19(22(20)36)14(33)7-16(42-17)12-3-5-13(32)6-4-12/h3-8,10,18,21,23-30,32,34-39H,9H2,1-2H3/t10-,18+,21+,23-,24-,25+,26-,27-,28+,29-/m0/s1
• InChI Key: ATDQDUQFOZHAOI-KNQMVSAUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₅
• Molecular Weight: 620.60 g/mol
• Exact Mass: 620.17412031 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6039	60.39%
Caco-2	-	0.9130	91.30%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	+	0.8259	82.59%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4942	49.42%
P-glycoprotein inhibitior	-	0.5359	53.59%
P-glycoprotein substrate	-	0.5490	54.90%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	+	0.5470	54.70%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.9138	91.38%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9713	97.13%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	+	0.7204	72.04%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7384	73.84%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9243	92.43%
Skin irritation	-	0.8496	84.96%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4087	40.87%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7696	76.96%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8775	87.75%
Acute Oral Toxicity (c)	III	0.5727	57.27%
Estrogen receptor binding	+	0.8073	80.73%
Androgen receptor binding	+	0.7227	72.27%
Thyroid receptor binding	+	0.5440	54.40%
Glucocorticoid receptor binding	+	0.6700	67.00%
Aromatase binding	+	0.6316	63.16%
PPAR gamma	+	0.7494	74.94%
Honey bee toxicity	-	0.6825	68.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8976	89.76%

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	99.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.03%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.56%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.54%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.78%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.59%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.41%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.33%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.96%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.05%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.14%	99.17%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.03%	83.57%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.70%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.76%	95.78%
CHEMBL3194	P02766	Transthyretin	80.21%	90.71%

Plants that contains it

• Euphorbia hirta
• Flacourtia indica
• Raputia praetermissa
• Tripterospermum japonicum

Cross-Links

• PubChem: 101103837
• NPASS: NPC251539
• LOTUS: LTS0108094
• wikiData: Q105343684