[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-15-[(E,2S,5R)-5-ethyl-6-methylhept-3-en-2-yl]-7,12,16-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

Details

• Internal ID: d77a25c3-1d52-43cd-8f54-b473c4c81f1b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,7S,8S,11S,12S,15R,16R)-15-[(E,2S,5R)-5-ethyl-6-methylhept-3-en-2-yl]-7,12,16-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• SMILES (Canonical): CCC(C=CC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5C)OC(=O)C)C)C)C(C)C
• SMILES (Isomeric): CC[C@@H](/C=C/[C@H](C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@H]5C)OC(=O)C)C)C)C(C)C
• InChI: InChI=1S/C33H54O2/c1-9-25(21(2)3)11-10-22(4)26-14-16-31(8)29-13-12-27-23(5)28(35-24(6)34)15-17-32(27)20-33(29,32)19-18-30(26,31)7/h10-11,21-23,25-29H,9,12-20H2,1-8H3/b11-10+/t22-,23-,25-,26+,27-,28-,29-,30+,31-,32+,33-/m0/s1
• InChI Key: WENHZJZHSCAYHJ-DFQSYCAWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₂
• Molecular Weight: 482.80 g/mol
• Exact Mass: 482.412380961 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.40
• Atomic LogP (AlogP): 8.84
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

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	-	0.6288	62.88%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4522	45.22%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.8724	87.24%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9147	91.47%
P-glycoprotein inhibitior	+	0.6821	68.21%
P-glycoprotein substrate	-	0.5547	55.47%
CYP3A4 substrate	+	0.6753	67.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.8890	88.90%
CYP2C9 inhibition	-	0.8005	80.05%
CYP2C19 inhibition	+	0.6216	62.16%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.8515	85.15%
CYP2C8 inhibition	-	0.5579	55.79%
CYP inhibitory promiscuity	-	0.6734	67.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5916	59.16%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9238	92.38%
Skin irritation	-	0.6201	62.01%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.6682	66.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.8361	83.61%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6660	66.60%
skin sensitisation	+	0.5884	58.84%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7455	74.55%
Acute Oral Toxicity (c)	III	0.7425	74.25%
Estrogen receptor binding	+	0.8329	83.29%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	+	0.5592	55.92%
Glucocorticoid receptor binding	+	0.7204	72.04%
Aromatase binding	+	0.6657	66.57%
PPAR gamma	+	0.6481	64.81%
Honey bee toxicity	-	0.7265	72.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.77%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.01%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.95%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.14%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.52%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.09%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.97%	96.77%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.06%	98.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.93%	95.58%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.70%	100.00%
CHEMBL236	P41143	Delta opioid receptor	86.59%	99.35%
CHEMBL4072	P07858	Cathepsin B	86.57%	93.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.23%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.79%	95.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.17%	95.71%
CHEMBL3837	P07711	Cathepsin L	85.03%	96.61%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	84.65%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.60%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.76%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	83.76%	97.79%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.74%	99.18%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.79%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.35%	93.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.46%	85.30%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.42%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.98%	99.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.26%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.02%	100.00%

Plants that contains it

• Nervilia plicata

Cross-Links

• PubChem: 163014591
• LOTUS: LTS0045420
• wikiData: Q105303170