[(1R,3aR,5aR,5bR,7aR,9S,10R,11aR,11bR,13aR,13bR)-10-hydroxy-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: 11bb8f87-913d-4a95-98e4-00ba9a43d9bd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3aR,5aR,5bR,7aR,9S,10R,11aR,11bR,13aR,13bR)-10-hydroxy-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(C1C3CCC4C(C3(CC2)C)(CCC5C4(CC(C(C5(C)C)OC(=O)C)O)C)C)C
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4(C[C@H]([C@H](C5(C)C)OC(=O)C)O)C)C)C
• InChI: InChI=1S/C32H52O3/c1-19(2)21-12-14-29(6)16-17-31(8)22(26(21)29)10-11-25-30(7)18-23(34)27(35-20(3)33)28(4,5)24(30)13-15-32(25,31)9/h21-27,34H,1,10-18H2,2-9H3/t21-,22+,23+,24-,25+,26+,27+,29+,30-,31+,32+/m0/s1
• InChI Key: UYNOKUHMNINEFW-RUCVMZJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₃
• Molecular Weight: 484.80 g/mol
• Exact Mass: 484.39164552 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 7.57
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	-	0.6699	66.99%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7434	74.34%
OATP2B1 inhibitior	-	0.7084	70.84%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.8666	86.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5575	55.75%
P-glycoprotein inhibitior	-	0.5334	53.34%
P-glycoprotein substrate	-	0.7101	71.01%
CYP3A4 substrate	+	0.7044	70.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.7065	70.65%
CYP2C9 inhibition	-	0.8562	85.62%
CYP2C19 inhibition	-	0.7401	74.01%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	+	0.5173	51.73%
CYP inhibitory promiscuity	-	0.9313	93.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5739	57.39%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9005	90.05%
Skin irritation	+	0.6476	64.76%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4021	40.21%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8306	83.06%
skin sensitisation	+	0.4722	47.22%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5646	56.46%
Acute Oral Toxicity (c)	III	0.3705	37.05%
Estrogen receptor binding	+	0.6880	68.80%
Androgen receptor binding	+	0.7348	73.48%
Thyroid receptor binding	+	0.5240	52.40%
Glucocorticoid receptor binding	+	0.7027	70.27%
Aromatase binding	+	0.6941	69.41%
PPAR gamma	+	0.5831	58.31%
Honey bee toxicity	-	0.5547	55.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	97.31%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.01%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.72%	92.94%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.32%	96.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.66%	96.61%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.82%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	90.01%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.72%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.10%	91.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.07%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.40%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.70%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.61%	82.50%
CHEMBL233	P35372	Mu opioid receptor	84.60%	97.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.85%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.19%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	82.15%	95.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.02%	96.77%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.58%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.38%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.27%	91.03%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.52%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.42%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.00%	92.62%

Plants that contains it

• Agathosma thymifolia
• Glycine falcata
• Picradeniopsis pringlei

Cross-Links

• PubChem: 46850686
• NPASS: NPC109976