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

Details

• Internal ID: 61f42f0d-9c46-4e73-9801-5130c08505b2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-5,5,6-trimethylhept-6-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• SMILES (Canonical): CC(CCC(C)(C)C(=C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)C)C)C
• SMILES (Isomeric): C[C@H](CCC(C)(C)C(=C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)C)C)C
• InChI: InChI=1S/C34H56O2/c1-22(2)29(5,6)16-13-23(3)25-14-17-32(10)27-12-11-26-30(7,8)28(36-24(4)35)15-18-33(26)21-34(27,33)20-19-31(25,32)9/h23,25-28H,1,11-21H2,2-10H3/t23-,25-,26+,27+,28+,31-,32+,33-,34+/m1/s1
• InChI Key: VHLPXSBNWXUCDJ-WHSFMCTISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₆O₂
• Molecular Weight: 496.80 g/mol
• Exact Mass: 496.42803102 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 11.50
• Atomic LogP (AlogP): 9.38
• 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	+	0.9968	99.68%
Caco-2	-	0.6640	66.40%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.8212	82.12%
OATP1B3 inhibitior	-	0.4397	43.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8465	84.65%
P-glycoprotein inhibitior	+	0.5770	57.70%
P-glycoprotein substrate	-	0.5925	59.25%
CYP3A4 substrate	+	0.6834	68.34%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8011	80.11%
CYP2C9 inhibition	-	0.8054	80.54%
CYP2C19 inhibition	+	0.6212	62.12%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.7962	79.62%
CYP2C8 inhibition	+	0.4587	45.87%
CYP inhibitory promiscuity	-	0.6805	68.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.5317	53.17%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	-	0.7028	70.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6916	69.16%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7642	76.42%
skin sensitisation	+	0.5763	57.63%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5580	55.80%
Acute Oral Toxicity (c)	III	0.7322	73.22%
Estrogen receptor binding	+	0.7215	72.15%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	+	0.5769	57.69%
Glucocorticoid receptor binding	+	0.7677	76.77%
Aromatase binding	+	0.7702	77.02%
PPAR gamma	+	0.6409	64.09%
Honey bee toxicity	-	0.6285	62.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.92%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.74%	98.95%
CHEMBL233	P35372	Mu opioid receptor	92.78%	97.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.70%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.08%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.97%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.76%	93.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.70%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.69%	100.00%
CHEMBL3837	P07711	Cathepsin L	86.77%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	86.71%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.33%	95.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.26%	97.47%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.30%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.08%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.90%	96.47%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.52%	94.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.97%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.92%	91.03%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.67%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.38%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.06%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.68%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.50%	89.34%
CHEMBL2996	Q05655	Protein kinase C delta	82.13%	97.79%
CHEMBL236	P41143	Delta opioid receptor	82.10%	99.35%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.80%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.27%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.03%	82.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.87%	85.31%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.76%	93.04%
CHEMBL5028	O14672	ADAM10	80.48%	97.50%

Plants that contains it

• Goniophlebium mengtzeense

Cross-Links

• PubChem: 14312795
• LOTUS: LTS0130897
• wikiData: Q105286481