[(5S,6R)-5,6-dihydroxy-6-[(3S,8S,9R,10R,13R,14R,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptan-2-yl] acetate

Details

• Internal ID: da0ce07a-48c9-4c6b-9705-db3002555f7b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(5S,6R)-5,6-dihydroxy-6-[(3S,8S,9R,10R,13R,14R,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(C)CCC(C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O)O
• SMILES (Isomeric): CC(=O)OC(C)(C)CC[C@@H]([C@@](C)([C@H]1[C@@H](C[C@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C)O)O)O
• InChI: InChI=1S/C38H62O12/c1-19(40)50-33(2,3)15-14-25(42)38(9,47)31-22(41)16-35(6)24-12-10-20-21(37(24,8)26(43)17-36(31,35)7)11-13-27(34(20,4)5)49-32-30(46)29(45)28(44)23(18-39)48-32/h10,21-25,27-32,39,41-42,44-47H,11-18H2,1-9H3/t21-,22-,23-,24+,25+,27+,28-,29+,30-,31+,32+,35-,36-,37+,38+/m1/s1
• InChI Key: MLRANCIIGOHULD-YJQIFQTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₂O₁₂
• Molecular Weight: 710.90 g/mol
• Exact Mass: 710.42412741 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8868	88.68%
Caco-2	-	0.8591	85.91%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8704	87.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.8029	80.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5600	56.00%
BSEP inhibitior	+	0.7290	72.90%
P-glycoprotein inhibitior	+	0.7668	76.68%
P-glycoprotein substrate	+	0.5221	52.21%
CYP3A4 substrate	+	0.7216	72.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.7708	77.08%
CYP2C9 inhibition	-	0.7891	78.91%
CYP2C19 inhibition	-	0.9175	91.75%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8441	84.41%
CYP2C8 inhibition	+	0.5949	59.49%
CYP inhibitory promiscuity	-	0.9293	92.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9140	91.40%
Skin irritation	+	0.5434	54.34%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6920	69.20%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6900	69.00%
skin sensitisation	-	0.9183	91.83%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6650	66.50%
Acute Oral Toxicity (c)	III	0.6943	69.43%
Estrogen receptor binding	+	0.7223	72.23%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	-	0.5061	50.61%
Glucocorticoid receptor binding	+	0.7464	74.64%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.7187	71.87%
Honey bee toxicity	-	0.6968	69.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	99.04%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.28%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.27%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.88%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.02%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.61%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.32%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.09%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.46%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.52%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.14%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.39%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.97%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.79%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.41%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.36%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.15%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.31%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.17%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	80.04%	91.19%

Plants that contains it

• Cyclanthera pedata

Cross-Links

• PubChem: 163028658
• LOTUS: LTS0123385
• wikiData: Q105166972