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

Details

• Internal ID: 194f0e7f-c311-4886-a7aa-fb2042c610a8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: [(E,6R)-6-[(2S,9R,10R,13R,14S,16R)-2,16-dihydroxy-9-(hydroxymethyl)-4,4,13,14-tetramethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-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)O)CO)C)C)O)O
• SMILES (Isomeric): CC(=O)OC(C)(C)/C=C/C(=O)[C@@](C)(C1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3(C2CC=C4[C@H]3C[C@@H](C(=O)C4(C)C)O)CO)C)C)O)O
• InChI: InChI=1S/C32H46O9/c1-17(34)41-27(2,3)12-11-23(37)31(8,40)25-21(36)14-29(6)22-10-9-18-19(13-20(35)26(39)28(18,4)5)32(22,16-33)24(38)15-30(25,29)7/h9,11-12,19-22,25,33,35-36,40H,10,13-16H2,1-8H3/b12-11+/t19-,20+,21-,22?,25?,29+,30-,31+,32+/m1/s1
• InChI Key: IHTCCHVMPGDDSL-DIXZUHKISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₉
• Molecular Weight: 574.70 g/mol
• Exact Mass: 574.31418304 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	-	0.7555	75.55%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8247	82.47%
OATP2B1 inhibitior	-	0.7195	71.95%
OATP1B1 inhibitior	+	0.8591	85.91%
OATP1B3 inhibitior	+	0.8725	87.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8343	83.43%
BSEP inhibitior	+	0.9009	90.09%
P-glycoprotein inhibitior	+	0.6995	69.95%
P-glycoprotein substrate	+	0.5328	53.28%
CYP3A4 substrate	+	0.7081	70.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9092	90.92%
CYP3A4 inhibition	-	0.7964	79.64%
CYP2C9 inhibition	-	0.8674	86.74%
CYP2C19 inhibition	-	0.9280	92.80%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.9028	90.28%
CYP2C8 inhibition	+	0.5970	59.70%
CYP inhibitory promiscuity	-	0.8415	84.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6685	66.85%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9168	91.68%
Skin irritation	+	0.5840	58.40%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5310	53.10%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5848	58.48%
skin sensitisation	-	0.8746	87.46%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5585	55.85%
Acute Oral Toxicity (c)	III	0.6276	62.76%
Estrogen receptor binding	+	0.7043	70.43%
Androgen receptor binding	+	0.7539	75.39%
Thyroid receptor binding	+	0.6177	61.77%
Glucocorticoid receptor binding	+	0.7885	78.85%
Aromatase binding	+	0.7587	75.87%
PPAR gamma	+	0.5797	57.97%
Honey bee toxicity	-	0.6899	68.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	96.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.95%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.59%	96.95%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.68%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.36%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.24%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.19%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	90.85%	97.79%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.42%	87.67%
CHEMBL299	P17252	Protein kinase C alpha	88.26%	98.03%
CHEMBL1902	P62942	FK506-binding protein 1A	86.63%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.43%	95.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.13%	96.39%
CHEMBL340	P08684	Cytochrome P450 3A4	86.09%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.07%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.95%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.53%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.44%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.91%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.47%	91.03%
CHEMBL1937	Q92769	Histone deacetylase 2	80.72%	94.75%

Plants that contains it

• Cucumis myriocarpus

Cross-Links

• PubChem: 25245712
• NPASS: NPC191833