3-[(1S,4R,5R,8S,9S,12S,13R)-12-[(2S)-1-hydroxypropan-2-yl]-4,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid

Details

• Internal ID: ce90b5cd-c6ed-408b-8581-b7890a9e7795
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[(1S,4R,5R,8S,9S,12S,13R)-12-[(2S)-1-hydroxypropan-2-yl]-4,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid
• SMILES (Canonical): CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC(C3(C4)CCC(=O)O)C(C)CO)C)C
• SMILES (Isomeric): C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@H]([C@]3(C4)CCC(=O)O)[C@H](C)CO)C)C
• InChI: InChI=1S/C30H50O3/c1-20(2)8-7-9-21(3)23-12-14-28(6)25-11-10-24(22(4)18-31)29(15-13-26(32)33)19-30(25,29)17-16-27(23,28)5/h8,21-25,31H,7,9-19H2,1-6H3,(H,32,33)/t21-,22-,23-,24+,25+,27-,28+,29-,30+/m1/s1
• InChI Key: CCJHTXOMRCMCKF-IAWHQMGRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.48
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.5325	53.25%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6675	66.75%
OATP2B1 inhibitior	-	0.5769	57.69%
OATP1B1 inhibitior	+	0.8231	82.31%
OATP1B3 inhibitior	+	0.8976	89.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6093	60.93%
BSEP inhibitior	+	0.8758	87.58%
P-glycoprotein inhibitior	-	0.4816	48.16%
P-glycoprotein substrate	-	0.6090	60.90%
CYP3A4 substrate	+	0.6449	64.49%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.7953	79.53%
CYP2C9 inhibition	-	0.6737	67.37%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9242	92.42%
CYP1A2 inhibition	-	0.8366	83.66%
CYP2C8 inhibition	-	0.7247	72.47%
CYP inhibitory promiscuity	-	0.6914	69.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6509	65.09%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.6578	65.78%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	-	0.7351	73.51%
Human Ether-a-go-go-Related Gene inhibition	-	0.3922	39.22%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6392	63.92%
skin sensitisation	-	0.6104	61.04%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7170	71.70%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8370	83.70%
Acute Oral Toxicity (c)	III	0.6460	64.60%
Estrogen receptor binding	+	0.7861	78.61%
Androgen receptor binding	+	0.7543	75.43%
Thyroid receptor binding	+	0.6420	64.20%
Glucocorticoid receptor binding	+	0.7418	74.18%
Aromatase binding	+	0.7498	74.98%
PPAR gamma	+	0.6959	69.59%
Honey bee toxicity	-	0.8299	82.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.36%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.01%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.27%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.20%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	89.64%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.88%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.83%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.19%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.10%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	84.35%	94.75%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.15%	96.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.14%	98.75%
CHEMBL236	P41143	Delta opioid receptor	83.68%	99.35%
CHEMBL237	P41145	Kappa opioid receptor	82.29%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.44%	97.09%
CHEMBL233	P35372	Mu opioid receptor	81.44%	97.93%
CHEMBL2514	O95665	Neurotensin receptor 2	81.35%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.26%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.69%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.58%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.50%	94.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.35%	91.24%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.13%	97.50%

Plants that contains it

• Gardenia thailandica

Cross-Links

• PubChem: 162871925
• LOTUS: LTS0226097
• wikiData: Q104953389