5-hydroxy-7-[2-hydroxy-4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one

Details

• Internal ID: 504b65d9-cf93-40ff-8ae6-ad6c11b22729
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 5-hydroxy-7-[2-hydroxy-4-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=C(C=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)O)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=C(C=C(C=C4)O[C@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C31H34O11/c1-14(2)5-7-18-28-17(9-10-31(3,4)42-28)23(34)22-24(35)19(13-39-29(18)22)16-8-6-15(11-20(16)33)40-30-27(38)26(37)25(36)21(12-32)41-30/h5-6,8-11,13,21,25-27,30,32-34,36-38H,7,12H2,1-4H3/t21-,25-,26+,27+,30-/m1/s1
• InChI Key: SMNRYOJOGLARRH-GPWLEAJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄O₁₁
• Molecular Weight: 582.60 g/mol
• Exact Mass: 582.21011190 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8843	88.43%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7493	74.93%
OATP2B1 inhibitior	-	0.7047	70.47%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9091	90.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8955	89.55%
P-glycoprotein inhibitior	+	0.6600	66.00%
P-glycoprotein substrate	-	0.5632	56.32%
CYP3A4 substrate	+	0.6909	69.09%
CYP2C9 substrate	-	0.8282	82.82%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.9450	94.50%
CYP2C9 inhibition	-	0.6951	69.51%
CYP2C19 inhibition	-	0.6107	61.07%
CYP2D6 inhibition	-	0.8837	88.37%
CYP1A2 inhibition	-	0.6425	64.25%
CYP2C8 inhibition	+	0.7040	70.40%
CYP inhibitory promiscuity	-	0.5544	55.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6993	69.93%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8753	87.53%
Skin irritation	-	0.7829	78.29%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8188	81.88%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.6092	60.92%
skin sensitisation	-	0.8520	85.20%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6667	66.67%
Acute Oral Toxicity (c)	III	0.5655	56.55%
Estrogen receptor binding	+	0.8277	82.77%
Androgen receptor binding	+	0.6535	65.35%
Thyroid receptor binding	+	0.5805	58.05%
Glucocorticoid receptor binding	+	0.7077	70.77%
Aromatase binding	+	0.6448	64.48%
PPAR gamma	+	0.7436	74.36%
Honey bee toxicity	-	0.6772	67.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	99.96%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.51%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.20%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.63%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.63%	94.73%
CHEMBL4208	P20618	Proteasome component C5	92.86%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.93%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.92%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.88%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.54%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.04%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.44%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.01%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.28%	95.83%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.45%	96.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.54%	95.71%
CHEMBL226	P30542	Adenosine A1 receptor	82.37%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	82.36%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.46%	91.07%

Plants that contains it

• Erythrina sigmoidea

Cross-Links

• PubChem: 163066708
• LOTUS: LTS0176950
• wikiData: Q105256037