2-(4,4,10,13,14-Pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)propanoic acid

Details

• Internal ID: a78b49e6-d466-46e9-921b-783c79c87c7e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-(4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)propanoic acid
• SMILES (Canonical): CC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C)C(=O)O
• SMILES (Isomeric): CC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C)C(=O)O
• InChI: InChI=1S/C25H38O3/c1-15(21(27)28)16-9-13-25(6)18-7-8-19-22(2,3)20(26)11-12-23(19,4)17(18)10-14-24(16,25)5/h15-16,19H,7-14H2,1-6H3,(H,27,28)
• InChI Key: UECXJQGVBNBOBM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₃
• Molecular Weight: 386.60 g/mol
• Exact Mass: 386.28209507 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 6.03
• H-Bond Acceptor: 2
• 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	+	0.9950	99.50%
Caco-2	+	0.7568	75.68%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8624	86.24%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.8141	81.41%
OATP1B3 inhibitior	+	0.9038	90.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.7149	71.49%
P-glycoprotein inhibitior	-	0.6552	65.52%
P-glycoprotein substrate	-	0.8571	85.71%
CYP3A4 substrate	+	0.5853	58.53%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.8918	89.18%
CYP2C19 inhibition	-	0.8721	87.21%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.7890	78.90%
CYP2C8 inhibition	-	0.6695	66.95%
CYP inhibitory promiscuity	-	0.9032	90.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5648	56.48%
Eye corrosion	-	0.9955	99.55%
Eye irritation	-	0.8984	89.84%
Skin irritation	+	0.7246	72.46%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4663	46.63%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5790	57.90%
skin sensitisation	+	0.4829	48.29%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4558	45.58%
Acute Oral Toxicity (c)	III	0.7878	78.78%
Estrogen receptor binding	+	0.7486	74.86%
Androgen receptor binding	+	0.6918	69.18%
Thyroid receptor binding	+	0.7656	76.56%
Glucocorticoid receptor binding	+	0.8225	82.25%
Aromatase binding	+	0.6393	63.93%
PPAR gamma	+	0.7043	70.43%
Honey bee toxicity	-	0.9074	90.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
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
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.95%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.85%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.08%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.35%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.93%	93.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.50%	93.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.71%	93.04%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.63%	85.11%
CHEMBL340	P08684	Cytochrome P450 3A4	81.15%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.31%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76519623
• LOTUS: LTS0233814
• wikiData: Q104198111