Sophorabioside

Details

• Internal ID: 87e9a123-3783-486d-90e3-e098925b8c3c
• 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]-5,7-dihydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C4=COC5=CC(=CC(=C5C4=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)CO)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-10-19(31)22(34)24(36)26(38-10)41-25-23(35)21(33)17(8-28)40-27(25)39-13-4-2-11(3-5-13)14-9-37-16-7-12(29)6-15(30)18(16)20(14)32/h2-7,9-10,17,19,21-31,33-36H,8H2,1H3/t10-,17+,19-,21+,22+,23-,24+,25+,26-,27+/m0/s1
• InChI Key: SNJVNAXLTOIYQN-XQCQZFFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• 2945-88-2
• Sophorabioside [MI]
• UNII-5099K4JI8K
• 5099K4JI8K
• 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]-5,7-dihydroxychromen-4-one
• 4H-1-Benzopyran-4-one, 3-(4-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)phenyl)-5,7-dihydroxy-
• 4H-1-BENZOPYRAN-4-ONE, 3-(4-((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)PHENYL)-5,7-DIHYDROXY-
• 4H-1-Benzopyran-4-one, 3-[4-[[2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]phenyl]-5,7-dihydroxy-
• SCHEMBL5087989
• CAA94588
• HY-N5096
• AKOS040760714
• CS-0032415
• E88671
• Q27260775

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.9017	90.17%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	0.7072	70.72%
OATP1B1 inhibitior	+	0.9324	93.24%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7596	75.96%
P-glycoprotein inhibitior	-	0.6632	66.32%
P-glycoprotein substrate	-	0.6899	68.99%
CYP3A4 substrate	+	0.6623	66.23%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9330	93.30%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.6859	68.59%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9290	92.90%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7362	73.62%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7682	76.82%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.7603	76.03%
Androgen receptor binding	+	0.5900	59.00%
Thyroid receptor binding	+	0.5719	57.19%
Glucocorticoid receptor binding	-	0.5122	51.22%
Aromatase binding	+	0.6107	61.07%
PPAR gamma	+	0.7380	73.80%
Honey bee toxicity	-	0.7137	71.37%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	0.8289	82.89%

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	99.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.26%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.02%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.55%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.39%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.32%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.99%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.53%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.25%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.16%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	89.36%	95.93%
CHEMBL4208	P20618	Proteasome component C5	88.64%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.16%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.24%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	85.60%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.83%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.82%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.92%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.68%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.83%	95.89%
CHEMBL3194	P02766	Transthyretin	80.96%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.56%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.44%	95.83%

Plants that contains it

• Styphnolobium japonicum

Cross-Links

• PubChem: 11968944
• NPASS: NPC244486
• LOTUS: LTS0136219
• wikiData: Q27260775