[(3S,4S,5S,10S,13R,14R,17R)-17-[(2R)-5-ethyl-6-methylhept-5-en-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] hexadecanoate

Details

• Internal ID: 1c6435bf-2a3f-4f38-80b6-cbad3d1083df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4S,5S,10S,13R,14R,17R)-17-[(2R)-5-ethyl-6-methylhept-5-en-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CCC2(C(C1C)CCC3=C2CCC4(C3(CCC4C(C)CCC(=C(C)C)CC)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2([C@H]([C@@H]1C)CCC3=C2CC[C@]4([C@]3(CC[C@@H]4[C@H](C)CCC(=C(C)C)CC)C)C)C
• InChI: InChI=1S/C47H82O2/c1-10-12-13-14-15-16-17-18-19-20-21-22-23-24-44(48)49-43-31-32-45(7)40(37(43)6)27-28-42-41(45)30-34-46(8)39(29-33-47(42,46)9)36(5)25-26-38(11-2)35(3)4/h36-37,39-40,43H,10-34H2,1-9H3/t36-,37+,39-,40+,43+,45+,46-,47+/m1/s1
• InChI Key: QFZZNNPCGDKWFS-WWQQAMEMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₂O₂
• Molecular Weight: 679.20 g/mol
• Exact Mass: 678.63148185 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 17.50
• Atomic LogP (AlogP): 14.90
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 20

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	-	0.7859	78.59%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.7792	77.92%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9734	97.34%
P-glycoprotein inhibitior	+	0.7591	75.91%
P-glycoprotein substrate	+	0.6591	65.91%
CYP3A4 substrate	+	0.7110	71.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.7387	73.87%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.6554	65.54%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8670	86.70%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5619	56.19%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5640	56.40%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5598	55.98%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7616	76.16%
Androgen receptor binding	+	0.8134	81.34%
Thyroid receptor binding	-	0.5427	54.27%
Glucocorticoid receptor binding	+	0.6311	63.11%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.6191	61.91%
Honey bee toxicity	-	0.7928	79.28%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6942	69.42%
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	99.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.85%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.06%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	96.35%	97.79%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.99%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.92%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	93.50%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.38%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.22%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.81%	100.00%
CHEMBL233	P35372	Mu opioid receptor	92.34%	97.93%
CHEMBL236	P41143	Delta opioid receptor	92.24%	99.35%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.91%	95.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.85%	93.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.61%	89.05%
CHEMBL299	P17252	Protein kinase C alpha	91.04%	98.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.71%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	88.22%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.50%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.20%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.60%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.52%	91.19%
CHEMBL325	Q13547	Histone deacetylase 1	86.50%	95.92%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	85.60%	94.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.37%	90.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.00%	97.29%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.50%	98.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.22%	96.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.10%	82.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.87%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.25%	91.24%
CHEMBL3045	P05771	Protein kinase C beta	82.14%	97.63%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.08%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.28%	94.33%
CHEMBL1907	P15144	Aminopeptidase N	81.13%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.04%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.36%	93.00%

Plants that contains it

• Goniophlebium mengtzeense

Cross-Links

• PubChem: 162881130
• LOTUS: LTS0196300
• wikiData: Q105219871