5-hydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: de580eec-63e0-4ce8-94b6-c2eac86c2530
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C27H30O16/c28-7-17-20(33)22(35)24(37)26(42-17)39-10-4-12(31)19-13(32)6-15(40-16(19)5-10)9-1-2-14(11(30)3-9)41-27-25(38)23(36)21(34)18(8-29)43-27/h1-6,17-18,20-31,33-38H,7-8H2/t17-,18-,20-,21-,22+,23+,24-,25-,26-,27-/m1/s1
• InChI Key: CFVDPAXOTMTQCU-IPOZFMEPSA-N
• Popularity: 2 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: -1.30
• Atomic LogP (AlogP): -2.77
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5736	57.36%
Caco-2	-	0.9138	91.38%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.5493	54.93%
OATP1B1 inhibitior	+	0.9587	95.87%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4690	46.90%
P-glycoprotein inhibitior	-	0.5222	52.22%
P-glycoprotein substrate	-	0.7180	71.80%
CYP3A4 substrate	+	0.5427	54.27%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9180	91.80%
CYP2C8 inhibition	+	0.7199	71.99%
CYP inhibitory promiscuity	-	0.7526	75.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8941	89.41%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5336	53.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7586	75.86%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8946	89.46%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7868	78.68%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.7447	74.47%
Androgen receptor binding	+	0.5680	56.80%
Thyroid receptor binding	-	0.5143	51.43%
Glucocorticoid receptor binding	-	0.6310	63.10%
Aromatase binding	+	0.5418	54.18%
PPAR gamma	+	0.7794	77.94%
Honey bee toxicity	-	0.6796	67.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6699	66.99%
Fish aquatic toxicity	+	0.7958	79.58%

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	98.30%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.49%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.13%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.99%	83.57%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.57%	95.78%
CHEMBL3194	P02766	Transthyretin	93.32%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.88%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.49%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	91.49%	91.49%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.93%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.79%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.52%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.11%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.71%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.64%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.36%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.49%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.48%	96.09%

Plants that contains it

• Campanula persicifolia
• Launaea nudicaulis
• Vicia balansae

Cross-Links

• PubChem: 14769208
• LOTUS: LTS0170939
• wikiData: Q104957046