3-[3-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dimethoxyphenyl]-5-hydroxy-7-methoxychromen-4-one

Details

• Internal ID: 3e98fb7c-9ede-42d1-a897-b807cc4dae52
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-[3-[(2S,3R,4S,5S,6R)-6-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dimethoxyphenyl]-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC=C(C2=O)C3=CC(=C(C(=C3)OC4C(C(C(C(O4)COCC5C(C(C(O5)CO)O)O)O)O)O)OC)OC)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC=C(C2=O)C3=CC(=C(C(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC[C@H]5[C@@H]([C@H]([C@@H](O5)CO)O)O)O)O)O)OC)OC)O
• InChI: InChI=1S/C30H36O16/c1-39-13-6-15(32)22-16(7-13)43-9-14(23(22)33)12-4-17(40-2)29(41-3)18(5-12)45-30-28(38)27(37)26(36)21(46-30)11-42-10-20-25(35)24(34)19(8-31)44-20/h4-7,9,19-21,24-28,30-32,34-38H,8,10-11H2,1-3H3/t19-,20-,21+,24-,25-,26+,27-,28+,30+/m0/s1
• InChI Key: JTLMKTQIAKZLKB-FBMJJRSWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₆
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.20033506 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6570	65.70%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7202	72.02%
OATP2B1 inhibitior	-	0.7206	72.06%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6972	69.72%
P-glycoprotein inhibitior	-	0.4501	45.01%
P-glycoprotein substrate	-	0.6808	68.08%
CYP3A4 substrate	+	0.6558	65.58%
CYP2C9 substrate	-	0.8389	83.89%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9032	90.32%
CYP2C9 inhibition	-	0.8501	85.01%
CYP2C19 inhibition	-	0.8155	81.55%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9192	91.92%
CYP2C8 inhibition	+	0.7213	72.13%
CYP inhibitory promiscuity	-	0.6460	64.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6472	64.72%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9236	92.36%
Skin irritation	-	0.8443	84.43%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3728	37.28%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8824	88.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6366	63.66%
Acute Oral Toxicity (c)	III	0.6604	66.04%
Estrogen receptor binding	+	0.8531	85.31%
Androgen receptor binding	+	0.5224	52.24%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6262	62.62%
Aromatase binding	+	0.6118	61.18%
PPAR gamma	+	0.6928	69.28%
Honey bee toxicity	-	0.7415	74.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.8248	82.48%

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	98.58%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.58%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.37%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.51%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.07%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.77%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	92.20%	92.98%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.73%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.23%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.20%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	85.83%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.94%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.10%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.95%	95.83%
CHEMBL5747	Q92793	CREB-binding protein	80.94%	95.12%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.56%	92.62%

Plants that contains it

• Ceiba pentandra

Cross-Links

• PubChem: 162939299
• LOTUS: LTS0002927
• wikiData: Q105134845