2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 682fbb13-5baa-432e-b8f2-7dace229f985
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-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(C(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)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(C(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O16/c1-8-18(31)22(35)24(37)26(40-8)39-7-16-20(33)23(36)25(38)27(43-16)42-15-6-14-17(21(34)19(15)32)12(30)5-13(41-14)9-2-3-10(28)11(29)4-9/h2-6,8,16,18,20,22-29,31-38H,7H2,1H3/t8-,16-,18+,20-,22+,23+,24-,25+,26-,27-/m1/s1
• InChI Key: CWIWYXBNBCTFOK-WZSWBFJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₆
• Molecular Weight: 610.50 g/mol
• Exact Mass: 610.15338487 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.69
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5564	55.64%
Caco-2	-	0.9086	90.86%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7477	74.77%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.7989	79.89%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6349	63.49%
P-glycoprotein inhibitior	-	0.7718	77.18%
P-glycoprotein substrate	+	0.5799	57.99%
CYP3A4 substrate	+	0.5968	59.68%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	+	0.7319	73.19%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7075	70.75%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9530	95.30%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.7401	74.01%
Androgen receptor binding	+	0.5950	59.50%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4655	46.55%
Aromatase binding	+	0.5644	56.44%
PPAR gamma	+	0.7172	71.72%
Honey bee toxicity	-	0.6999	69.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.8993	89.93%

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	99.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.82%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.37%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.75%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.56%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.45%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.44%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.86%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.14%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.28%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.52%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.32%	97.36%
CHEMBL3194	P02766	Transthyretin	87.30%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.75%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.47%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.07%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.27%	95.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.86%	95.64%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.65%	80.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.44%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.34%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.16%	95.83%

Plants that contains it

• Crocus minimus

Cross-Links

• PubChem: 162877112
• LOTUS: LTS0047958
• wikiData: Q104971304