2-[3-[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyphenyl]-5,7-dihydroxychromen-4-one

Details

• Internal ID: 2f2b540e-0772-4084-a01e-7e4196626933
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-[3-[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyphenyl]-5,7-dihydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3=CC(=CC(=C3O)O)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@H]([C@@H]2O)O)OC3=CC(=CC(=C3O)O)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)C)O)O)O
• InChI: InChI=1S/C27H30O15/c1-8-19(32)21(34)23(36)27(38-8)42-25-9(2)39-26(24(37)22(25)35)41-17-4-10(3-14(31)20(17)33)15-7-13(30)18-12(29)5-11(28)6-16(18)40-15/h3-9,19,21-29,31-37H,1-2H3/t8-,9-,19-,21+,22-,23-,24-,25-,26-,27-/m0/s1
• InChI Key: AEXWEXJMVYGXPS-QWRXOSQRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.66
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8072	80.72%
Caco-2	-	0.8770	87.70%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.5578	55.78%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.8556	85.56%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6120	61.20%
P-glycoprotein inhibitior	-	0.5956	59.56%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6262	62.62%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.6813	68.13%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.8648	86.48%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.7098	70.98%
CYP inhibitory promiscuity	-	0.5626	56.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9008	90.08%
Skin irritation	-	0.6827	68.27%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5599	55.99%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8144	81.44%
Acute Oral Toxicity (c)	III	0.4830	48.30%
Estrogen receptor binding	+	0.7620	76.20%
Androgen receptor binding	+	0.6092	60.92%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.6673	66.73%
Aromatase binding	+	0.5720	57.20%
PPAR gamma	+	0.7186	71.86%
Honey bee toxicity	-	0.7079	70.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9566	95.66%

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	99.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.29%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.04%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.61%	94.00%
CHEMBL3194	P02766	Transthyretin	95.73%	90.71%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.53%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.04%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.64%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.92%	95.78%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.49%	91.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.02%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.11%	99.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.66%	81.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.97%	95.64%
CHEMBL4530	P00488	Coagulation factor XIII	81.73%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.58%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.53%	95.89%

Plants that contains it

• Mentha spicata

Cross-Links

• PubChem: 163103342
• LOTUS: LTS0063321
• wikiData: Q104910773