(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6Z,7S,8R,9S,12S,13R,16S)-7-hydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: ca749688-5051-4f52-b106-4477a3a5ade1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6Z,7S,8R,9S,12S,13R,16S)-7-hydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC8C7C(C(=CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O8)(C)O)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@H]4CC[C@@]5([C@H]6CC[C@]7([C@H]([C@@H]6CC=C5C4)C[C@H]8[C@@H]7[C@](/C(=C/C[C@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)/O8)(C)O)C)C)CO)O)O)O
• InChI: InChI=1S/C51H82O22/c1-20(19-65-45-38(60)37(59)34(56)29(17-52)70-45)7-10-31-51(6,64)44-28(69-31)16-27-25-9-8-23-15-24(11-13-49(23,4)26(25)12-14-50(27,44)5)68-48-43(73-47-40(62)36(58)33(55)22(3)67-47)41(63)42(30(18-53)71-48)72-46-39(61)35(57)32(54)21(2)66-46/h8,10,20-22,24-30,32-48,52-64H,7,9,11-19H2,1-6H3/b31-10-/t20-,21-,22-,24-,25+,26-,27-,28-,29+,30+,32-,33-,34+,35+,36+,37-,38+,39+,40+,41-,42+,43+,44-,45+,46-,47-,48+,49-,50-,51+/m0/s1
• InChI Key: DIWSKCVBUNSYFT-JMHDVXIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₂
• Molecular Weight: 1047.20 g/mol
• Exact Mass: 1046.52977424 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.06
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8852	88.52%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7629	76.29%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.6364	63.64%
CYP3A4 substrate	+	0.7425	74.25%
CYP2C9 substrate	-	0.7899	78.99%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.7270	72.70%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8275	82.75%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9493	94.93%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8522	85.22%
Androgen receptor binding	+	0.7326	73.26%
Thyroid receptor binding	+	0.5892	58.92%
Glucocorticoid receptor binding	+	0.7527	75.27%
Aromatase binding	+	0.6812	68.12%
PPAR gamma	+	0.8159	81.59%
Honey bee toxicity	-	0.5990	59.90%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9442	94.42%

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	98.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.70%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.41%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.70%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.48%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.45%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.56%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.78%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.03%	89.05%
CHEMBL1977	P11473	Vitamin D receptor	87.27%	99.43%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.23%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.07%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.03%	91.71%
CHEMBL1937	Q92769	Histone deacetylase 2	83.61%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.35%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.47%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.91%	97.79%
CHEMBL2581	P07339	Cathepsin D	81.88%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.67%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.08%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.36%	97.29%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.26%	97.36%

Plants that contains it

• Smilax china

Cross-Links

• PubChem: 16112777
• LOTUS: LTS0015381
• wikiData: Q104981741