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

Details

• Internal ID: 52fd56f2-f0df-4ef1-84ef-451538d82a65
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,6-dimethoxy-3-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)OC=C(C4=O)C5=CC=C(C=C5)OC)OC)OC)O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)C)O)OC8C(C(C(C(O8)CO)O)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=C(C4=O)C5=CC=C(C=C5)OC)OC)OC)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H66O29/c1-15-26(50)32(56)35(59)44(70-15)68-14-24-31(55)43(39(63)48(75-24)72-21-10-20-25(41(66-5)40(21)65-4)28(52)19(12-67-20)17-6-8-18(64-3)9-7-17)77-47-37(61)34(58)30(54)23(74-47)13-69-45-38(62)42(27(51)16(2)71-45)76-46-36(60)33(57)29(53)22(11-49)73-46/h6-10,12,15-16,22-24,26-27,29-39,42-51,53-63H,11,13-14H2,1-5H3/t15-,16-,22+,23+,24+,26-,27-,29+,30+,31+,32+,33-,34-,35+,36+,37+,38+,39+,42+,43-,44+,45+,46-,47-,48+/m0/s1
• InChI Key: IIGCNRDWUBPISB-XTWJWPKCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₆O₂₉
• Molecular Weight: 1107.00 g/mol
• Exact Mass: 1106.36897606 g/mol
• Topological Polar Surface Area (TPSA): 430.00 Ų
• XlogP: -5.50
• Atomic LogP (AlogP): -5.98
• H-Bond Acceptor: 29
• H-Bond Donor: 14
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5613	56.13%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5797	57.97%
OATP2B1 inhibitior	-	0.7271	72.71%
OATP1B1 inhibitior	+	0.8410	84.10%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9274	92.74%
P-glycoprotein inhibitior	+	0.7355	73.55%
P-glycoprotein substrate	+	0.5566	55.66%
CYP3A4 substrate	+	0.6690	66.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.9607	96.07%
CYP2C9 inhibition	-	0.9318	93.18%
CYP2C19 inhibition	-	0.9294	92.94%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.9319	93.19%
CYP2C8 inhibition	+	0.6696	66.96%
CYP inhibitory promiscuity	-	0.7425	74.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.8525	85.25%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8266	82.66%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9360	93.60%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8369	83.69%
Acute Oral Toxicity (c)	III	0.7015	70.15%
Estrogen receptor binding	+	0.7934	79.34%
Androgen receptor binding	+	0.6180	61.80%
Thyroid receptor binding	+	0.6193	61.93%
Glucocorticoid receptor binding	+	0.7450	74.50%
Aromatase binding	+	0.5977	59.77%
PPAR gamma	+	0.7868	78.68%
Honey bee toxicity	-	0.7381	73.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7238	72.38%

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	99.15%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.96%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.92%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.52%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.18%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.37%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	91.85%	92.98%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.81%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.89%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	89.35%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.15%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.31%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.18%	95.83%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.60%	87.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.81%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.35%	81.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.62%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.12%	97.09%

Plants that contains it

• Baphia pubescens

Cross-Links

• PubChem: 44588351
• LOTUS: LTS0152588
• wikiData: Q105113450