Acrostalic acid

Details

• Internal ID: df7385df-aa73-4939-a773-b1e96b3eec26
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: (1S,4aR,5S,8aR)-5-(carboxymethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC(=C)C2CC(=O)O)(C)C(=O)O
• SMILES (Isomeric): C[C@]12CCC[C@]([C@@H]1CCC(=C)[C@@H]2CC(=O)O)(C)C(=O)O
• InChI: InChI=1S/C16H24O4/c1-10-5-6-12-15(2,11(10)9-13(17)18)7-4-8-16(12,3)14(19)20/h11-12H,1,4-9H2,2-3H3,(H,17,18)(H,19,20)/t11-,12+,15+,16-/m0/s1
• InChI Key: PWMWTNKJRHUMOB-OJDYBEQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 55306-07-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	+	0.6801	68.01%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7613	76.13%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.7961	79.61%
OATP1B3 inhibitior	+	0.8361	83.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6761	67.61%
BSEP inhibitior	-	0.8346	83.46%
P-glycoprotein inhibitior	-	0.9097	90.97%
P-glycoprotein substrate	-	0.8701	87.01%
CYP3A4 substrate	+	0.5456	54.56%
CYP2C9 substrate	-	0.5859	58.59%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.6764	67.64%
CYP2C9 inhibition	-	0.9442	94.42%
CYP2C19 inhibition	-	0.9474	94.74%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.8853	88.53%
CYP2C8 inhibition	-	0.8327	83.27%
CYP inhibitory promiscuity	-	0.9221	92.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6945	69.45%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.5060	50.60%
Skin irritation	-	0.5993	59.93%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5951	59.51%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6712	67.12%
skin sensitisation	+	0.6405	64.05%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6158	61.58%
Acute Oral Toxicity (c)	III	0.7017	70.17%
Estrogen receptor binding	-	0.5499	54.99%
Androgen receptor binding	+	0.5365	53.65%
Thyroid receptor binding	-	0.6114	61.14%
Glucocorticoid receptor binding	+	0.5593	55.93%
Aromatase binding	-	0.6070	60.70%
PPAR gamma	-	0.5788	57.88%
Honey bee toxicity	-	0.9572	95.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.35%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.80%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.78%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.38%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.84%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.61%	90.17%
CHEMBL2581	P07339	Cathepsin D	82.45%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.60%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.92%	100.00%

Plants that contains it

• Actinidia chinensis var. deliciosa
• Lepidium apetalum

Cross-Links

• PubChem: 101281322
• NPASS: NPC292356
• LOTUS: LTS0143878
• wikiData: Q77514061