Arecoic acid A

Details

• Internal ID: 6711bf2a-9c75-4d94-8010-235b98fc3f13
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: (1R,2S,3R,4aR,5S,8aS)-2,3-dihydroxy-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalene-1,5-dicarboxylic acid
• SMILES (Canonical): CC12CCCC(C1CC(C(C2C(=O)O)(C)O)O)(C)C(=O)O
• SMILES (Isomeric): C[C@]12CCC[C@]([C@@H]1C[C@H]([C@@]([C@@H]2C(=O)O)(C)O)O)(C)C(=O)O
• InChI: InChI=1S/C15H24O6/c1-13-5-4-6-14(2,12(19)20)8(13)7-9(16)15(3,21)10(13)11(17)18/h8-10,16,21H,4-7H2,1-3H3,(H,17,18)(H,19,20)/t8-,9-,10-,13+,14+,15-/m1/s1
• InChI Key: HEAXEMQGICTZSM-UDCMDWLOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₆
• Molecular Weight: 300.35 g/mol
• Exact Mass: 300.15728848 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8850	88.50%
Caco-2	+	0.5128	51.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7692	76.92%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.8759	87.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.8352	83.52%
P-glycoprotein inhibitior	-	0.9543	95.43%
P-glycoprotein substrate	-	0.8823	88.23%
CYP3A4 substrate	+	0.5698	56.98%
CYP2C9 substrate	-	0.8233	82.33%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.7597	75.97%
CYP2C9 inhibition	-	0.9160	91.60%
CYP2C19 inhibition	-	0.8956	89.56%
CYP2D6 inhibition	-	0.9694	96.94%
CYP1A2 inhibition	-	0.7769	77.69%
CYP2C8 inhibition	-	0.8901	89.01%
CYP inhibitory promiscuity	-	0.9949	99.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7068	70.68%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8626	86.26%
Skin irritation	+	0.6061	60.61%
Skin corrosion	-	0.8958	89.58%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7639	76.39%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8352	83.52%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4887	48.87%
Acute Oral Toxicity (c)	III	0.5376	53.76%
Estrogen receptor binding	+	0.5414	54.14%
Androgen receptor binding	+	0.5331	53.31%
Thyroid receptor binding	-	0.4886	48.86%
Glucocorticoid receptor binding	+	0.5669	56.69%
Aromatase binding	-	0.6213	62.13%
PPAR gamma	-	0.7286	72.86%
Honey bee toxicity	-	0.8935	89.35%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9786	97.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.75%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	89.41%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	87.85%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.01%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.80%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.92%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.48%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.94%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.04%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71545754
• LOTUS: LTS0225206
• wikiData: Q77572242