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

Details

• Internal ID: b9a30d31-8515-4b83-b949-05fd1ac63092
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methylhept-5-en-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
• 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
• InChI: InChI=1S/C31H50O2/c1-20(2)9-8-10-21(3)24-13-15-29(7)27-12-11-25-22(4)26(33-23(5)32)14-16-30(25)19-31(27,30)18-17-28(24,29)6/h9,21-22,24-27H,8,10-19H2,1-7H3/t21-,22+,24-,25+,26+,27+,28-,29+,30-,31+/m1/s1
• InChI Key: VOVMNXXTOLKYOB-ZAMQWAALSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₂
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.381080833 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 8.35
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

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	-	0.5699	56.99%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6504	65.04%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.8210	82.10%
OATP1B3 inhibitior	-	0.3112	31.12%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9580	95.80%
P-glycoprotein inhibitior	+	0.6113	61.13%
P-glycoprotein substrate	-	0.6551	65.51%
CYP3A4 substrate	+	0.6827	68.27%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8696	86.96%
CYP2C9 inhibition	-	0.8171	81.71%
CYP2C19 inhibition	+	0.6064	60.64%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.8558	85.58%
CYP2C8 inhibition	-	0.6932	69.32%
CYP inhibitory promiscuity	-	0.6464	64.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5402	54.02%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9309	93.09%
Skin irritation	-	0.5112	51.12%
Skin corrosion	-	0.9785	97.85%
Ames mutagenesis	-	0.7282	72.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.7737	77.37%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6413	64.13%
skin sensitisation	+	0.6024	60.24%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7074	70.74%
Acute Oral Toxicity (c)	III	0.7749	77.49%
Estrogen receptor binding	+	0.8361	83.61%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.6066	60.66%
Glucocorticoid receptor binding	+	0.7635	76.35%
Aromatase binding	+	0.7488	74.88%
PPAR gamma	+	0.7078	70.78%
Honey bee toxicity	-	0.7263	72.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.26%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.13%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.76%	97.25%
CHEMBL3837	P07711	Cathepsin L	92.05%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.11%	95.58%
CHEMBL221	P23219	Cyclooxygenase-1	89.98%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.72%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.58%	96.38%
CHEMBL233	P35372	Mu opioid receptor	87.95%	97.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.89%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	87.30%	94.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.21%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.82%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.81%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.59%	97.09%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	85.23%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.43%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.33%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.27%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.45%	95.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.88%	93.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.02%	95.69%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.73%	97.50%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.61%	99.18%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.56%	99.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.40%	91.07%
CHEMBL237	P41145	Kappa opioid receptor	80.69%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.58%	100.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.28%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.11%	92.62%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.08%	95.36%

Plants that contains it

• Goniophlebium mengtzeense

Cross-Links

• PubChem: 14524550
• LOTUS: LTS0038637
• wikiData: Q105290463