[6-hydroxy-6-[16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate

Details

• Internal ID: 1352d062-c4dd-41c0-8787-ba8aa022c295
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [6-hydroxy-6-[16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O
• SMILES (Isomeric): CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O
• InChI: InChI=1S/C38H56O13/c1-18(40)51-33(2,3)13-12-25(42)38(9,48)30-21(41)15-35(6)24-11-10-19-20(37(24,8)26(43)16-36(30,35)7)14-22(31(47)34(19,4)5)49-32-29(46)28(45)27(44)23(17-39)50-32/h10,12-13,20-24,27-30,32,39,41,44-46,48H,11,14-17H2,1-9H3
• InChI Key: PQOVWWZVVIGRPP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₆O₁₃
• Molecular Weight: 720.80 g/mol
• Exact Mass: 720.37209184 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9049	90.49%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8255	82.55%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.8183	81.83%
OATP1B3 inhibitior	+	0.8709	87.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7992	79.92%
P-glycoprotein inhibitior	+	0.7587	75.87%
P-glycoprotein substrate	+	0.5227	52.27%
CYP3A4 substrate	+	0.7278	72.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8984	89.84%
CYP3A4 inhibition	-	0.7781	77.81%
CYP2C9 inhibition	-	0.8433	84.33%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.8551	85.51%
CYP2C8 inhibition	+	0.6612	66.12%
CYP inhibitory promiscuity	-	0.9191	91.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6753	67.53%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.5459	54.59%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4092	40.92%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5775	57.75%
skin sensitisation	-	0.8945	89.45%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4655	46.55%
Acute Oral Toxicity (c)	III	0.6142	61.42%
Estrogen receptor binding	+	0.7489	74.89%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	+	0.8051	80.51%
Aromatase binding	+	0.6862	68.62%
PPAR gamma	+	0.7397	73.97%
Honey bee toxicity	-	0.6437	64.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9826	98.26%

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	99.34%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.12%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.02%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.69%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.49%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.01%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.17%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.61%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.23%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.89%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.84%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.09%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.93%	91.07%

Plants that contains it

• Begonia heracleifolia
• Bryonia cretica
• Citrullus colocynthis
• Cucumis melo
• Helicteres angustifolia
• Luffa operculata

Cross-Links

• PubChem: 72968961
• LOTUS: LTS0260530
• wikiData: Q105213323