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

Details

• Internal ID: 99c395a7-b414-48ce-94e6-352f5ad79a66
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1R,3R,6S,7S,8R,11R,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• SMILES (Canonical): CC1C2CCC3C4(CCC(C4(CCC35C2(C5)CCC1OC(=O)C)C)C(C)CCC(=C)C(C)C)C
• SMILES (Isomeric): C[C@H]1[C@H]2CC[C@@H]3[C@@]4(CC[C@@H]([C@]4(CC[C@]35[C@@]2(C5)CC[C@@H]1OC(=O)C)C)[C@H](C)CCC(=C)C(C)C)C
• InChI: InChI=1S/C32H52O2/c1-20(2)21(3)9-10-22(4)25-13-15-30(8)28-12-11-26-23(5)27(34-24(6)33)14-16-31(26)19-32(28,31)18-17-29(25,30)7/h20,22-23,25-28H,3,9-19H2,1-2,4-8H3/t22-,23+,25-,26-,27+,28-,29-,30+,31-,32-/m1/s1
• InChI Key: QEBAXZCXAFWBDK-DMHZYBQCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₂
• Molecular Weight: 468.80 g/mol
• Exact Mass: 468.396730897 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.50
• Atomic LogP (AlogP): 8.60
• 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	-	0.6372	63.72%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	-	0.5676	56.76%
OATP1B1 inhibitior	+	0.8559	85.59%
OATP1B3 inhibitior	-	0.4397	43.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9159	91.59%
P-glycoprotein inhibitior	+	0.5841	58.41%
P-glycoprotein substrate	-	0.5993	59.93%
CYP3A4 substrate	+	0.6928	69.28%
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	+	0.4681	46.81%
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	-	0.8826	88.26%
Skin irritation	-	0.5317	53.17%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	-	0.7182	71.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5527	55.27%
skin sensitisation	+	0.5763	57.63%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7017	70.17%
Acute Oral Toxicity (c)	III	0.7322	73.22%
Estrogen receptor binding	+	0.8048	80.48%
Androgen receptor binding	+	0.7570	75.70%
Thyroid receptor binding	+	0.5759	57.59%
Glucocorticoid receptor binding	+	0.7492	74.92%
Aromatase binding	+	0.7130	71.30%
PPAR gamma	+	0.6561	65.61%
Honey bee toxicity	-	0.6466	64.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
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	98.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL3837	P07711	Cathepsin L	94.15%	96.61%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.84%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.81%	91.19%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.50%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.26%	95.17%
CHEMBL233	P35372	Mu opioid receptor	88.18%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.66%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.94%	89.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.94%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	86.15%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.93%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.64%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.48%	93.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.39%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.92%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.82%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.52%	96.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.26%	95.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.76%	95.58%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.73%	89.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.59%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.53%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.35%	99.17%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.01%	99.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.54%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	81.46%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	80.69%	98.10%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.57%	99.18%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.23%	96.77%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.04%	91.03%

Plants that contains it

• Nervilia plicata

Cross-Links

• PubChem: 162954800
• LOTUS: LTS0010705
• wikiData: Q105219099