(E,6S)-6-[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-7-acetyloxy-3-hydroxy-2,6,6,10-tetramethyl-15-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]-2-methylhept-2-enoic acid

Details

• Internal ID: 729d024d-00d3-493b-93ff-1fd21f64778b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (E,6S)-6-[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-7-acetyloxy-3-hydroxy-2,6,6,10-tetramethyl-15-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]-2-methylhept-2-enoic acid
• SMILES (Canonical): CC(CCC=C(C)C(=O)O)C1CCC23C1(C2)CCC4C3(C(CC5C4(CCC(C5(C)C)OC(=O)C)C)O)C
• SMILES (Isomeric): C[C@@H](CC/C=C(\C)/C(=O)O)[C@@H]1CC[C@@]23[C@@]1(C2)CC[C@H]4[C@]3([C@@H](C[C@@H]5[C@@]4(CC[C@H](C5(C)C)OC(=O)C)C)O)C
• InChI: InChI=1S/C32H50O5/c1-19(9-8-10-20(2)27(35)36)22-11-16-32-18-31(22,32)15-12-23-29(6)14-13-26(37-21(3)33)28(4,5)24(29)17-25(34)30(23,32)7/h10,19,22-26,34H,8-9,11-18H2,1-7H3,(H,35,36)/b20-10+/t19-,22-,23+,24-,25+,26+,29+,30-,31+,32+/m0/s1
• InChI Key: XEDSZVHPAXDXFY-NHTJRSJJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₀O₅
• Molecular Weight: 514.70 g/mol
• Exact Mass: 514.36582469 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 6.78
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	-	0.7353	73.53%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7971	79.71%
OATP2B1 inhibitior	-	0.5666	56.66%
OATP1B1 inhibitior	+	0.7295	72.95%
OATP1B3 inhibitior	+	0.8050	80.50%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8546	85.46%
P-glycoprotein inhibitior	+	0.6610	66.10%
P-glycoprotein substrate	-	0.6018	60.18%
CYP3A4 substrate	+	0.7018	70.18%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.9009	90.09%
CYP3A4 inhibition	-	0.7710	77.10%
CYP2C9 inhibition	-	0.7399	73.99%
CYP2C19 inhibition	-	0.9056	90.56%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.8381	83.81%
CYP2C8 inhibition	-	0.6097	60.97%
CYP inhibitory promiscuity	-	0.7876	78.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6968	69.68%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.9224	92.24%
Skin irritation	+	0.6140	61.40%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.6191	61.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6982	69.82%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7146	71.46%
skin sensitisation	-	0.6846	68.46%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8784	87.84%
Acute Oral Toxicity (c)	III	0.4718	47.18%
Estrogen receptor binding	+	0.7174	71.74%
Androgen receptor binding	+	0.7895	78.95%
Thyroid receptor binding	+	0.5563	55.63%
Glucocorticoid receptor binding	+	0.7683	76.83%
Aromatase binding	+	0.8110	81.10%
PPAR gamma	+	0.7373	73.73%
Honey bee toxicity	-	0.7434	74.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
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	95.92%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	94.62%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.42%	96.09%
CHEMBL3837	P07711	Cathepsin L	93.29%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	92.23%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	91.84%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.67%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.32%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.21%	96.47%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.71%	93.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.61%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.66%	97.47%
CHEMBL1937	Q92769	Histone deacetylase 2	87.18%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.12%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.84%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.58%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.41%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.38%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.23%	93.04%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.25%	94.08%
CHEMBL1914	P06276	Butyrylcholinesterase	83.65%	95.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.59%	94.62%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.10%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.92%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.39%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.32%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.36%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.20%	89.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.08%	95.71%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.91%	96.03%

Plants that contains it

• Dysoxylum pettigrewianum

Cross-Links

• PubChem: 101677476
• LOTUS: LTS0256495
• wikiData: Q104403061