Anisomelic acid

Details

• Internal ID: 825ec066-c8dd-4c3a-9043-cfd455194107
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: (6E,10Z,14Z)-6,14-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-10-carboxylic acid
• SMILES (Canonical): CC1=CCCC(=CCCC(=CC2C(CC1)C(=C)C(=O)O2)C)C(=O)O
• SMILES (Isomeric): C/C/1=C\CC/C(=C/CC/C(=C\C2C(CC1)C(=C)C(=O)O2)/C)/C(=O)O
• InChI: InChI=1S/C20H26O4/c1-13-6-4-8-16(19(21)22)9-5-7-14(2)12-18-17(11-10-13)15(3)20(23)24-18/h6,9,12,17-18H,3-5,7-8,10-11H2,1-2H3,(H,21,22)/b13-6+,14-12-,16-9-
• InChI Key: SORYERHBQFTRIK-XMLQBHOOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (6E,10Z,14Z)-6,14-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-10-carboxylic acid
• 59632-76-7
• SCHEMBL15576177
• DTXSID20418461
• NSC272354
• NSC-272354

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.5302	53.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7225	72.25%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.8766	87.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	+	0.5892	58.92%
P-glycoprotein inhibitior	-	0.5135	51.35%
P-glycoprotein substrate	-	0.9119	91.19%
CYP3A4 substrate	+	0.5278	52.78%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.9150	91.50%
CYP3A4 inhibition	-	0.7180	71.80%
CYP2C9 inhibition	-	0.8541	85.41%
CYP2C19 inhibition	-	0.8423	84.23%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	+	0.7254	72.54%
CYP2C8 inhibition	-	0.6225	62.25%
CYP inhibitory promiscuity	-	0.9324	93.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9583	95.83%
Eye irritation	-	0.7304	73.04%
Skin irritation	-	0.5319	53.19%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5706	57.06%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6814	68.14%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4898	48.98%
Acute Oral Toxicity (c)	III	0.4310	43.10%
Estrogen receptor binding	-	0.5936	59.36%
Androgen receptor binding	+	0.5763	57.63%
Thyroid receptor binding	-	0.5496	54.96%
Glucocorticoid receptor binding	+	0.6031	60.31%
Aromatase binding	-	0.5094	50.94%
PPAR gamma	-	0.4862	48.62%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.49%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.72%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.52%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.07%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.85%	97.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.44%	96.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.37%	86.33%

Plants that contains it

• Anisomeles indica

Cross-Links

• PubChem: 5358705
• LOTUS: LTS0263082
• wikiData: Q82229004