[(3S,4aR,6aR,6aR,6bR,8aR,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-yl] 3-methylbutanoate

Details

• Internal ID: 9e079800-071a-4291-8378-7fa7ea93bd5f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4aR,6aR,6aR,6bR,8aR,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-yl] 3-methylbutanoate
• SMILES (Canonical): CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1=C)C)C)C)(C)C)OC(=O)CC(C)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC[C@]2(CCC1=C)C)C)C)(C)C)OC(=O)CC(C)C)C
• InChI: InChI=1S/C35H58O2/c1-22(2)21-29(36)37-28-15-17-33(8)26(31(28,5)6)14-18-35(10)27(33)12-11-25-30-24(4)23(3)13-16-32(30,7)19-20-34(25,35)9/h22,24-28,30H,3,11-21H2,1-2,4-10H3/t24-,25-,26+,27-,28+,30-,32-,33+,34-,35-/m1/s1
• InChI Key: XBNOTSHFQMNVHU-BGBHEKGWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₂
• Molecular Weight: 510.80 g/mol
• Exact Mass: 510.44368109 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 11.00
• Atomic LogP (AlogP): 9.62
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	-	0.6546	65.46%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6476	64.76%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.8254	82.54%
OATP1B3 inhibitior	-	0.4508	45.08%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8006	80.06%
P-glycoprotein inhibitior	+	0.6453	64.53%
P-glycoprotein substrate	-	0.6715	67.15%
CYP3A4 substrate	+	0.7241	72.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7017	70.17%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	+	0.6818	68.18%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8438	84.38%
CYP2C8 inhibition	+	0.4861	48.61%
CYP inhibitory promiscuity	-	0.7428	74.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5346	53.46%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8780	87.80%
Skin irritation	-	0.5334	53.34%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3970	39.70%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	+	0.6834	68.34%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8481	84.81%
Acute Oral Toxicity (c)	III	0.9077	90.77%
Estrogen receptor binding	+	0.6970	69.70%
Androgen receptor binding	+	0.7595	75.95%
Thyroid receptor binding	+	0.5292	52.92%
Glucocorticoid receptor binding	+	0.7377	73.77%
Aromatase binding	+	0.6838	68.38%
PPAR gamma	+	0.6227	62.27%
Honey bee toxicity	-	0.7323	73.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5945	59.45%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.43%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.01%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.66%	82.69%
CHEMBL2581	P07339	Cathepsin D	90.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.83%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.66%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.21%	82.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.78%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	84.41%	92.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.25%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.77%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.70%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.29%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.95%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.19%	95.89%
CHEMBL5028	O14672	ADAM10	82.18%	97.50%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.29%	94.97%
CHEMBL1937	Q92769	Histone deacetylase 2	81.27%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.50%	92.94%

Plants that contains it

• Calotropis procera

Cross-Links

• PubChem: 163092049
• LOTUS: LTS0149962
• wikiData: Q105324590