[(2S,3R,4R,5R,6S)-3-acetyloxy-6-[[(3S,7S,8R,9S,10S,13R,14R,16S,17S)-3-[(2R,3R,4S,5S)-5-acetyloxy-3,4-dihydroxyoxan-2-yl]oxy-7-hydroxy-4,4,9,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-4,5-dihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: a02605fa-ebe5-4719-ac5d-337e6fbe2c69
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(2S,3R,4R,5R,6S)-3-acetyloxy-6-[[(3S,7S,8R,9S,10S,13R,14R,16S,17S)-3-[(2R,3R,4S,5S)-5-acetyloxy-3,4-dihydroxyoxan-2-yl]oxy-7-hydroxy-4,4,9,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-4,5-dihydroxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C47H74O15/c1-23(2)13-12-14-24(3)35-31(60-43-39(55)37(53)40(59-27(6)50)33(61-43)22-56-25(4)48)20-47(11)41-30(51)19-29-28(45(41,9)17-18-46(35,47)10)15-16-34(44(29,7)8)62-42-38(54)36(52)32(21-57-42)58-26(5)49/h13,19,24,28,30-43,51-55H,12,14-18,20-22H2,1-11H3/t24-,28-,30+,31+,32+,33+,34+,35-,36-,37-,38-,39-,40+,41-,42-,43+,45+,46-,47-/m1/s1
• InChI Key: CASUNJDNTPMYBY-PKEKEOFOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₅
• Molecular Weight: 879.10 g/mol
• Exact Mass: 878.50277165 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 15
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8939	89.39%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.9095	90.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7988	79.88%
OATP1B3 inhibitior	-	0.2735	27.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.8531	85.31%
P-glycoprotein inhibitior	+	0.7650	76.50%
P-glycoprotein substrate	+	0.5943	59.43%
CYP3A4 substrate	+	0.7358	73.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.9237	92.37%
CYP2C9 inhibition	-	0.8368	83.68%
CYP2C19 inhibition	-	0.9151	91.51%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	+	0.6722	67.22%
CYP inhibitory promiscuity	-	0.9419	94.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5517	55.17%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.5314	53.14%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3646	36.46%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6749	67.49%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8923	89.23%
Acute Oral Toxicity (c)	III	0.5419	54.19%
Estrogen receptor binding	+	0.7811	78.11%
Androgen receptor binding	+	0.7313	73.13%
Thyroid receptor binding	+	0.5380	53.80%
Glucocorticoid receptor binding	+	0.7813	78.13%
Aromatase binding	+	0.6185	61.85%
PPAR gamma	+	0.8012	80.12%
Honey bee toxicity	-	0.6563	65.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.13%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.42%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.62%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.28%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.03%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.69%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.24%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.22%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.49%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.53%	96.47%
CHEMBL5255	O00206	Toll-like receptor 4	86.31%	92.50%
CHEMBL5028	O14672	ADAM10	85.41%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.50%	94.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.03%	83.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.90%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.52%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.38%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.32%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.60%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.42%	97.28%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.30%	93.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.67%	95.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.63%	94.80%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.56%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	80.52%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.13%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163026344
• LOTUS: LTS0114372
• wikiData: Q104951875