[(3S,8R,9S,13R)-9-ethyl-4,4,13,14-tetramethyl-17-(6-methylheptan-2-yl)-2,3,5,6,7,8,10,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: 32b09e24-b50c-4ff7-b553-25c6e5b7bb3b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
• IUPAC Name: [(3S,8R,9S,13R)-9-ethyl-4,4,13,14-tetramethyl-17-(6-methylheptan-2-yl)-2,3,5,6,7,8,10,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CCC12CCC3(C(CCC3(C1CCC4C2CCC(C4(C)C)OC(=O)C)C)C(C)CCCC(C)C)C
• SMILES (Isomeric): CC[C@@]12CC[C@@]3(C(CCC3([C@@H]1CCC4C2CC[C@@H](C4(C)C)OC(=O)C)C)C(C)CCCC(C)C)C
• InChI: InChI=1S/C33H58O2/c1-10-33-21-20-31(8)25(23(4)13-11-12-22(2)3)18-19-32(31,9)28(33)16-14-26-27(33)15-17-29(30(26,6)7)35-24(5)34/h22-23,25-29H,10-21H2,1-9H3/t23?,25?,26?,27?,28-,29-,31+,32?,33-/m0/s1
• InChI Key: JLGXBKLPZJVOGQ-LMFQVGOSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₈O₂
• Molecular Weight: 486.80 g/mol
• Exact Mass: 486.44368109 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 11.70
• Atomic LogP (AlogP): 9.46
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6250	62.50%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5686	56.86%
OATP2B1 inhibitior	-	0.7071	70.71%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9715	97.15%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7193	71.93%
P-glycoprotein inhibitior	+	0.5877	58.77%
P-glycoprotein substrate	-	0.5445	54.45%
CYP3A4 substrate	+	0.6915	69.15%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.9026	90.26%
CYP2C9 inhibition	-	0.8178	81.78%
CYP2C19 inhibition	-	0.5092	50.92%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.9342	93.42%
CYP2C8 inhibition	-	0.5617	56.17%
CYP inhibitory promiscuity	-	0.8147	81.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5933	59.33%
Eye corrosion	-	0.9675	96.75%
Eye irritation	-	0.8579	85.79%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.9749	97.49%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6689	66.89%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	+	0.5853	58.53%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7754	77.54%
Acute Oral Toxicity (c)	III	0.8293	82.93%
Estrogen receptor binding	+	0.7971	79.71%
Androgen receptor binding	+	0.7305	73.05%
Thyroid receptor binding	+	0.5594	55.94%
Glucocorticoid receptor binding	+	0.7196	71.96%
Aromatase binding	+	0.7293	72.93%
PPAR gamma	+	0.6518	65.18%
Honey bee toxicity	-	0.7288	72.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.92%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.13%	82.69%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.19%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.42%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.10%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.49%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.84%	96.47%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.78%	92.86%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.40%	93.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.84%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.35%	91.11%
CHEMBL236	P41143	Delta opioid receptor	85.18%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.88%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.44%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.37%	94.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.19%	85.31%
CHEMBL3837	P07711	Cathepsin L	83.92%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.02%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL5646	Q6L5J4	FML2_HUMAN	82.27%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.06%	97.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.69%	99.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.55%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.30%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.24%	89.50%
CHEMBL268	P43235	Cathepsin K	81.09%	96.85%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.09%	95.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.91%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.84%	91.19%
CHEMBL4302	P08183	P-glycoprotein 1	80.75%	92.98%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.19%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.18%	96.61%

Plants that contains it

• Euphorbia antiquorum
• Glycine max
• Lycium chinense
• Mangifera indica
• Polypodium virginianum

Cross-Links

• PubChem: 5316234
• NPASS: NPC18722
• LOTUS: LTS0128304
• wikiData: Q105130704