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

Details

• Internal ID: 475d26cb-157a-49c3-8476-977dc4b66a9c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-7-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=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[C@H]5[C@H]([C@H]([C@@H]([C@@H](O5)CO)O)O)O
• InChI: InChI=1S/C27H30O15/c28-8-17-20(32)22(34)24(36)26(41-17)38-11-3-1-10(2-4-11)15-7-14(31)19-13(30)5-12(6-16(19)40-15)39-27-25(37)23(35)21(33)18(9-29)42-27/h1-7,17-18,20-30,32-37H,8-9H2/t17-,18-,20+,21+,22-,23+,24-,25-,26+,27+/m0/s1
• InChI Key: LBSOMIGNTZVUQN-WUBBLRIKSA-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: -1.90
• Atomic LogP (AlogP): -2.48
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6238	62.38%
Caco-2	-	0.9082	90.82%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6259	62.59%
OATP2B1 inhibitior	-	0.5510	55.10%
OATP1B1 inhibitior	+	0.9585	95.85%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5778	57.78%
P-glycoprotein inhibitior	-	0.5129	51.29%
P-glycoprotein substrate	-	0.8763	87.63%
CYP3A4 substrate	+	0.5539	55.39%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.9431	94.31%
CYP2C19 inhibition	-	0.9201	92.01%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9283	92.83%
CYP2C8 inhibition	+	0.6387	63.87%
CYP inhibitory promiscuity	-	0.7667	76.67%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6368	63.68%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.8293	82.93%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7489	74.89%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9266	92.66%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8337	83.37%
Acute Oral Toxicity (c)	IV	0.4161	41.61%
Estrogen receptor binding	+	0.7448	74.48%
Androgen receptor binding	+	0.6533	65.33%
Thyroid receptor binding	-	0.5368	53.68%
Glucocorticoid receptor binding	-	0.6115	61.15%
Aromatase binding	+	0.5708	57.08%
PPAR gamma	+	0.7956	79.56%
Honey bee toxicity	-	0.7068	70.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.7469	74.69%

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	99.44%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.43%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.92%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.40%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.53%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.00%	83.57%
CHEMBL220	P22303	Acetylcholinesterase	89.66%	94.45%
CHEMBL3194	P02766	Transthyretin	89.64%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.71%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.58%	95.78%
CHEMBL1951	P21397	Monoamine oxidase A	87.14%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.72%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.56%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.18%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.12%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.87%	90.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.58%	80.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.08%	85.14%

Plants that contains it

• Crotalaria juncea
• Salvia patens
• Salvia uliginosa

Cross-Links

• PubChem: 154496166
• LOTUS: LTS0029459
• wikiData: Q105149631