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

Details

• Internal ID: 91422d79-5ab1-44e5-85f3-ee1705a54f1e
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyphenyl]-5-hydroxy-7-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C4=COC5=CC(=CC(=C5C4=O)O)OC6C(C(C(C(O6)C)O)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)C4=COC5=CC(=CC(=C5C4=O)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@H](O6)C)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C33H40O18/c1-11-21(36)25(40)28(43)31(46-11)49-15-7-17(35)20-18(8-15)45-10-16(23(20)38)13-3-5-14(6-4-13)48-33-30(27(42)24(39)19(9-34)50-33)51-32-29(44)26(41)22(37)12(2)47-32/h3-8,10-12,19,21-22,24-37,39-44H,9H2,1-2H3/t11-,12+,19-,21+,22+,24-,25-,26-,27+,28-,29-,30-,31+,32+,33-/m1/s1
• InChI Key: VGNWBQWUWOUMHU-GENSGWKPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₁₈
• Molecular Weight: 724.70 g/mol
• Exact Mass: 724.22146442 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.60
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8911	89.11%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6981	69.81%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	+	0.9445	94.45%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9390	93.90%
P-glycoprotein inhibitior	-	0.4701	47.01%
P-glycoprotein substrate	-	0.6994	69.94%
CYP3A4 substrate	+	0.6551	65.51%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9100	91.00%
CYP2C9 inhibition	-	0.9357	93.57%
CYP2C19 inhibition	-	0.9406	94.06%
CYP2D6 inhibition	-	0.9617	96.17%
CYP1A2 inhibition	-	0.8781	87.81%
CYP2C8 inhibition	+	0.6304	63.04%
CYP inhibitory promiscuity	-	0.7096	70.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7308	73.08%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.8344	83.44%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7872	78.72%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9362	93.62%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7750	77.50%
Acute Oral Toxicity (c)	III	0.6105	61.05%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.6016	60.16%
Thyroid receptor binding	+	0.5386	53.86%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5518	55.18%
PPAR gamma	+	0.7558	75.58%
Honey bee toxicity	-	0.7125	71.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	0.8583	85.83%

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	99.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.29%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.61%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.93%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.99%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.98%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.32%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.93%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.16%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.06%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.14%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.04%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.78%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.94%	95.78%
CHEMBL226	P30542	Adenosine A1 receptor	85.71%	95.93%
CHEMBL4208	P20618	Proteasome component C5	85.65%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.39%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.47%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	82.11%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.83%	95.89%

Plants that contains it

• Styphnolobium japonicum

Cross-Links

• PubChem: 163007432
• LOTUS: LTS0017002
• wikiData: Q105285927