1,4a-dimethyl-6-methylidene-5-(3-oxobut-1-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: ad5edcac-7ada-4bbe-9681-0e9b486cbe2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1,4a-dimethyl-6-methylidene-5-(3-oxobut-1-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC(=O)C=CC1C(=C)CCC2C1(CCCC2(C)C(=O)O)C
• SMILES (Isomeric): CC(=O)C=CC1C(=C)CCC2C1(CCCC2(C)C(=O)O)C
• InChI: InChI=1S/C18H26O3/c1-12-6-9-15-17(3,14(12)8-7-13(2)19)10-5-11-18(15,4)16(20)21/h7-8,14-15H,1,5-6,9-11H2,2-4H3,(H,20,21)
• InChI Key: BQLIBSZGTNAGNT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₃
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.18819469 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 2
• 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	+	0.9927	99.27%
Caco-2	+	0.6963	69.63%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7566	75.66%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8409	84.09%
OATP1B3 inhibitior	-	0.2942	29.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.5053	50.53%
P-glycoprotein inhibitior	-	0.8871	88.71%
P-glycoprotein substrate	-	0.8561	85.61%
CYP3A4 substrate	+	0.5935	59.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9133	91.33%
CYP3A4 inhibition	-	0.6468	64.68%
CYP2C9 inhibition	-	0.6626	66.26%
CYP2C19 inhibition	-	0.7179	71.79%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.7900	79.00%
CYP2C8 inhibition	-	0.7004	70.04%
CYP inhibitory promiscuity	-	0.8780	87.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8699	86.99%
Skin irritation	+	0.5237	52.37%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3889	38.89%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6354	63.54%
skin sensitisation	+	0.7480	74.80%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4929	49.29%
Acute Oral Toxicity (c)	III	0.7104	71.04%
Estrogen receptor binding	-	0.7196	71.96%
Androgen receptor binding	-	0.5694	56.94%
Thyroid receptor binding	-	0.5171	51.71%
Glucocorticoid receptor binding	-	0.4664	46.64%
Aromatase binding	-	0.6018	60.18%
PPAR gamma	-	0.6325	63.25%
Honey bee toxicity	-	0.8736	87.36%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.52%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	87.32%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.96%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.24%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.23%	96.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.37%	100.00%

Plants that contains it

• Calocedrus formosana
• Juniperus brevifolia
• Juniperus chinensis
• Metasequoia glyptostroboides
• Platycladus orientalis

Cross-Links

• PubChem: 124222307
• LOTUS: LTS0010485
• wikiData: Q104944416