Isocostic acid

Details

• Internal ID: 1d4147cb-82c3-4fbe-9c60-a538dbc4a561
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC1=C2CC(CCC2(CCC1)C)C(=C)C(=O)O
• SMILES (Isomeric): CC1=C2C[C@@H](CC[C@]2(CCC1)C)C(=C)C(=O)O
• InChI: InChI=1S/C15H22O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h12H,2,4-9H2,1,3H3,(H,16,17)/t12-,15-/m1/s1
• InChI Key: SGZOYHLQNUSAIL-IUODEOHRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 69978-82-1
• 2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]prop-2-enoic Acid
• Isocosticacid
• CHEMBL371833
• HY-N3494
• AKOS032962151
• FS-8972
• CS-0024375
• Eudesma-4,11(13)-dien-12-oic acid;-Costic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8382	83.82%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.3835	38.35%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	-	0.2551	25.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7906	79.06%
P-glycoprotein inhibitior	-	0.9279	92.79%
P-glycoprotein substrate	-	0.9346	93.46%
CYP3A4 substrate	+	0.5380	53.80%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.8429	84.29%
CYP2C9 inhibition	+	0.6031	60.31%
CYP2C19 inhibition	+	0.5833	58.33%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.7189	71.89%
CYP2C8 inhibition	-	0.8174	81.74%
CYP inhibitory promiscuity	-	0.8893	88.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5831	58.31%
Eye corrosion	-	0.9584	95.84%
Eye irritation	+	0.6230	62.30%
Skin irritation	-	0.6436	64.36%
Skin corrosion	-	0.9774	97.74%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5573	55.73%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5231	52.31%
skin sensitisation	+	0.7219	72.19%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5752	57.52%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6276	62.76%
Acute Oral Toxicity (c)	III	0.8309	83.09%
Estrogen receptor binding	-	0.6919	69.19%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5747	57.47%
Glucocorticoid receptor binding	-	0.5997	59.97%
Aromatase binding	+	0.5298	52.98%
PPAR gamma	+	0.6405	64.05%
Honey bee toxicity	-	0.9404	94.04%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	92.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.13%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.99%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.59%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.39%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.42%	97.25%
CHEMBL2581	P07339	Cathepsin D	83.50%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.21%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	80.70%	97.05%

Plants that contains it

• Apalochlamys spectabilis
• Artocarpus heterophyllus
• Stevia achalensis

Cross-Links

• PubChem: 10922464
• LOTUS: LTS0266148
• wikiData: Q105300518