[(1R,3aR,5S,5aR,5bR,6S,7aR,9S,11aS,11bR,13aR,13bR)-5,6-dihydroxy-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] hexadecanoate

Details

• Internal ID: 83231fa0-e377-4f79-b5e2-63534d3f9f89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3aR,5S,5aR,5bR,6S,7aR,9S,11aS,11bR,13aR,13bR)-5,6-dihydroxy-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] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4C5C(CCC5(CC(C4(C3(C(CC2C1(C)C)O)C)C)O)C)C(=C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@@H]4[C@H]5[C@@H](CC[C@@]5(C[C@@H]([C@]4([C@@]3([C@H](C[C@H]2C1(C)C)O)C)C)O)C)C(=C)C)C
• InChI: InChI=1S/C46H80O4/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-40(49)50-39-27-29-44(7)35-25-24-34-41-33(32(2)3)26-28-43(41,6)31-38(48)45(34,8)46(35,9)37(47)30-36(44)42(39,4)5/h33-39,41,47-48H,2,10-31H2,1,3-9H3/t33-,34+,35+,36-,37-,38-,39-,41+,43+,44+,45-,46-/m0/s1
• InChI Key: VIBQTHVPSCUSGA-ZUZZRNIWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₀O₄
• Molecular Weight: 697.10 g/mol
• Exact Mass: 696.60566103 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 15.10
• Atomic LogP (AlogP): 12.00
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.8296	82.96%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6680	66.80%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8471	84.71%
OATP1B3 inhibitior	+	0.7956	79.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8464	84.64%
P-glycoprotein inhibitior	+	0.7080	70.80%
P-glycoprotein substrate	+	0.6279	62.79%
CYP3A4 substrate	+	0.7339	73.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.5638	56.38%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.8631	86.31%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	+	0.6732	67.32%
CYP inhibitory promiscuity	-	0.6621	66.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6925	69.25%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.8939	89.39%
Skin irritation	+	0.6725	67.25%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.7937	79.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7155	71.55%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8101	81.01%
skin sensitisation	-	0.6561	65.61%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8042	80.42%
Acute Oral Toxicity (c)	I	0.4514	45.14%
Estrogen receptor binding	+	0.7337	73.37%
Androgen receptor binding	+	0.7452	74.52%
Thyroid receptor binding	-	0.5756	57.56%
Glucocorticoid receptor binding	-	0.4737	47.37%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.6552	65.52%
Honey bee toxicity	-	0.7196	71.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7687	76.87%
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
CHEMBL2996	Q05655	Protein kinase C delta	98.75%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.32%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	97.46%	98.03%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.34%	92.86%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.21%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.48%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	91.90%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.79%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.27%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.51%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.41%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.19%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.50%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.01%	90.17%
CHEMBL3045	P05771	Protein kinase C beta	88.24%	97.63%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.19%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.97%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.33%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.29%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.45%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.34%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.05%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.90%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.81%	96.77%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.12%	82.50%
CHEMBL259	P32245	Melanocortin receptor 4	83.13%	95.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.07%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.51%	89.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.15%	97.50%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	81.71%	87.16%
CHEMBL240	Q12809	HERG	81.36%	89.76%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.10%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.63%	90.08%
CHEMBL1871	P10275	Androgen Receptor	80.32%	96.43%
CHEMBL4302	P08183	P-glycoprotein 1	80.23%	92.98%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.05%	94.33%

Plants that contains it

• Ileostylus micranthus

Cross-Links

• PubChem: 14038991
• LOTUS: LTS0038406
• wikiData: Q105286734