2-[3-Acetoxy-4,4,14-trimethylandrost-8-en-17-yl] propanoic acid

Details

• Internal ID: 1eb1150b-6c8b-4d62-8853-1f26b9bec02e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[(10S,13R,14R)-3-acetyloxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]propanoic acid
• SMILES (Canonical): CC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)C(=O)O
• SMILES (Isomeric): CC(C1CC[C@@]2([C@@]1(CCC3=C2CCC4[C@@]3(CCC(C4(C)C)OC(=O)C)C)C)C)C(=O)O
• InChI: InChI=1S/C27H42O4/c1-16(23(29)30)18-10-14-27(7)20-8-9-21-24(3,4)22(31-17(2)28)12-13-25(21,5)19(20)11-15-26(18,27)6/h16,18,21-22H,8-15H2,1-7H3,(H,29,30)/t16?,18?,21?,22?,25-,26-,27+/m1/s1
• InChI Key: HVIBGCANOBQDPU-BGBKECJZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₄
• Molecular Weight: 430.60 g/mol
• Exact Mass: 430.30830982 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.39
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.5358	53.58%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8776	87.76%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	-	0.4422	44.22%
OATP1B3 inhibitior	-	0.3233	32.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7943	79.43%
P-glycoprotein inhibitior	-	0.5335	53.35%
P-glycoprotein substrate	-	0.8378	83.78%
CYP3A4 substrate	+	0.6406	64.06%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.8394	83.94%
CYP2C9 inhibition	-	0.8608	86.08%
CYP2C19 inhibition	-	0.9242	92.42%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.5298	52.98%
CYP2C8 inhibition	+	0.4450	44.50%
CYP inhibitory promiscuity	-	0.8948	89.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6380	63.80%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.8981	89.81%
Skin irritation	+	0.7049	70.49%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4431	44.31%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.6551	65.51%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5055	50.55%
Acute Oral Toxicity (c)	III	0.8054	80.54%
Estrogen receptor binding	+	0.7795	77.95%
Androgen receptor binding	+	0.7383	73.83%
Thyroid receptor binding	+	0.7020	70.20%
Glucocorticoid receptor binding	+	0.7845	78.45%
Aromatase binding	+	0.7061	70.61%
PPAR gamma	+	0.7314	73.14%
Honey bee toxicity	-	0.8004	80.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.29%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.96%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.69%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.07%	91.19%
CHEMBL5028	O14672	ADAM10	82.55%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.95%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.20%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.24%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 22296463
• LOTUS: LTS0156527
• wikiData: Q105034272