7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one

Details

• Internal ID: e0860d86-aa7b-49b2-8ec1-5bb2a0def23a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)O)O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)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=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C40H52O25/c1-12-25(46)29(50)33(54)37(58-12)57-11-23-28(49)32(53)35(65-40-36(31(52)27(48)22(10-42)62-40)64-38-34(55)30(51)26(47)21(9-41)61-38)39(63-23)59-14-6-16(44)24-17(45)8-19(60-20(24)7-14)13-3-4-18(56-2)15(43)5-13/h3-8,12,21-23,25-44,46-55H,9-11H2,1-2H3/t12-,21+,22+,23+,25-,26+,27+,28+,29+,30-,31-,32-,33+,34+,35+,36+,37+,38-,39+,40-/m0/s1
• InChI Key: WOECZRXKNFBVRD-MLKODYMUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₂₅
• Molecular Weight: 932.80 g/mol
• Exact Mass: 932.27976714 g/mol
• Topological Polar Surface Area (TPSA): 393.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -5.44
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5623	56.23%
Caco-2	-	0.8839	88.39%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6036	60.36%
P-glycoprotein inhibitior	+	0.6014	60.14%
P-glycoprotein substrate	+	0.8235	82.35%
CYP3A4 substrate	+	0.6085	60.85%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.9284	92.84%
CYP2C9 inhibition	-	0.9208	92.08%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	+	0.7767	77.67%
CYP inhibitory promiscuity	-	0.7113	71.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7709	77.09%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9340	93.40%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9120	91.20%
Acute Oral Toxicity (c)	III	0.7041	70.41%
Estrogen receptor binding	+	0.8147	81.47%
Androgen receptor binding	+	0.5286	52.86%
Thyroid receptor binding	+	0.5138	51.38%
Glucocorticoid receptor binding	-	0.4791	47.91%
Aromatase binding	+	0.5398	53.98%
PPAR gamma	+	0.7341	73.41%
Honey bee toxicity	-	0.6401	64.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7167	71.67%

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	99.18%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.75%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.30%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.88%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.08%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.48%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.56%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.52%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.94%	96.09%
CHEMBL3194	P02766	Transthyretin	91.05%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.44%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.76%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	87.88%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.77%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.45%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.85%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.78%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.95%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.93%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.74%	83.57%
CHEMBL1937	Q92769	Histone deacetylase 2	82.87%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.23%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	80.72%	93.31%

Plants that contains it

• Dracocephalum ruyschiana
• Peganum nigellastrum

Cross-Links

• PubChem: 71716455
• NPASS: NPC198199
• LOTUS: LTS0145309
• wikiData: Q105309458