[(1S,3aR,5aR,5bS,7aR,9S,11aS,11bR,13aS,13bS)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate

Details

• Internal ID: 4f9eee86-f6c6-4082-abb4-1a087074011c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1S,3aR,5aR,5bS,7aR,9S,11aS,11bR,13aS,13bS)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C)C)C
• SMILES (Isomeric): CC(=C)[C@H]1CC[C@]2([C@@H]1[C@@H]3CC[C@@H]4[C@@]5(CC[C@@H](C([C@@H]5CC[C@@]4([C@@]3(CC2)C)C)(C)C)OC(=O)C)C)C
• InChI: InChI=1S/C32H52O2/c1-20(2)22-12-15-29(6)18-19-31(8)23(27(22)29)10-11-25-30(7)16-14-26(34-21(3)33)28(4,5)24(30)13-17-32(25,31)9/h22-27H,1,10-19H2,2-9H3/t22-,23+,24+,25-,26+,27+,29-,30-,31-,32+/m1/s1
• InChI Key: ODSSDTBFHAYYMD-NGVVAROZSA-N
• Popularity: 0 references 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: 10.40
• Atomic LogP (AlogP): 8.60
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

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	-	0.6236	62.36%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6480	64.80%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	-	0.3421	34.21%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.5908	59.08%
P-glycoprotein inhibitior	-	0.5172	51.72%
P-glycoprotein substrate	-	0.8248	82.48%
CYP3A4 substrate	+	0.7047	70.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7273	72.73%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	+	0.7718	77.18%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8378	83.78%
CYP2C8 inhibition	+	0.5393	53.93%
CYP inhibitory promiscuity	-	0.8058	80.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4802	48.02%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8721	87.21%
Skin irritation	+	0.5815	58.15%
Skin corrosion	-	0.9827	98.27%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3705	37.05%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	+	0.6703	67.03%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4768	47.68%
Acute Oral Toxicity (c)	III	0.7847	78.47%
Estrogen receptor binding	+	0.7364	73.64%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	+	0.5452	54.52%
Glucocorticoid receptor binding	+	0.7437	74.37%
Aromatase binding	+	0.7127	71.27%
PPAR gamma	+	0.6469	64.69%
Honey bee toxicity	-	0.5926	59.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.08%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.90%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.72%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.38%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	88.70%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.54%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.37%	96.38%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.13%	96.09%
CHEMBL233	P35372	Mu opioid receptor	85.14%	97.93%
CHEMBL2581	P07339	Cathepsin D	85.06%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.42%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.19%	92.62%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.10%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.85%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.28%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.90%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.60%	96.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.38%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.38%	97.09%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.26%	98.99%

Plants that contains it

• Alstonia scholaris
• Balanophora involucrata
• Cirsium arvense
• Ficus carica
• Ilex cornuta
• Lycium chinense
• Mangifera indica
• Morus alba
• Myrica rubra
• Phoenix dactylifera
• Phyllanthus emblica
• Plumbago zeylanica
• Rhodomyrtus tomentosa
• Scurrula parasitica

Cross-Links

• PubChem: 11908310
• NPASS: NPC12455