7,7-Dimethyl-8-methylideneoctahydro-1h-3a,6-methanoazulene-3-carboxylic acid

Details

• Internal ID: 2575881e-3ef3-463c-bba3-9055ede8e770
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 7,7-dimethyl-6-methylidenetricyclo[6.2.1.01,5]undecane-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C2)C(C1=C)CCC3C(=O)O)C
• SMILES (Isomeric): CC1(C2CCC3(C2)C(C1=C)CCC3C(=O)O)C
• InChI: InChI=1S/C15H22O2/c1-9-11-4-5-12(13(16)17)15(11)7-6-10(8-15)14(9,2)3/h10-12H,1,4-8H2,2-3H3,(H,16,17)
• InChI Key: IJGMVUXEZUEDJR-UHFFFAOYSA-N
• Popularity: 0 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): 3.48
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Khusenic acid
• 7,7-dimethyl-8-methylideneoctahydro-1h-3a,6-methanoazulene-3-carboxylic acid
• SCHEMBL22946398
• DTXSID90936627
• 1H-3a,6-Methanoazulene-3-carboxylic acid, octahydro-7,7-dimethyl-8-methylene-, [3S-(3.alpha.,3a.alpha.,6.alpha.,8a.alpha.)]-
• 1H-3a.alpha.,6-Methanoazulene-3-carboxylic acid, 2,3.beta.,4,5,6.beta.,7,8,8a.alpha.-octahydro-7,7-dimethyl-8-methylene-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6344	63.44%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5504	55.04%
OATP2B1 inhibitior	-	0.8431	84.31%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	-	0.2500	25.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9392	93.92%
P-glycoprotein inhibitior	-	0.9412	94.12%
P-glycoprotein substrate	-	0.9105	91.05%
CYP3A4 substrate	+	0.5439	54.39%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.9157	91.57%
CYP2C9 inhibition	-	0.7439	74.39%
CYP2C19 inhibition	-	0.6801	68.01%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.7510	75.10%
CYP2C8 inhibition	-	0.8894	88.94%
CYP inhibitory promiscuity	-	0.9004	90.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6395	63.95%
Eye corrosion	-	0.9619	96.19%
Eye irritation	+	0.6936	69.36%
Skin irritation	-	0.5283	52.83%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7850	78.50%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5958	59.58%
skin sensitisation	+	0.7769	77.69%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7077	70.77%
Estrogen receptor binding	-	0.6711	67.11%
Androgen receptor binding	-	0.6089	60.89%
Thyroid receptor binding	-	0.5824	58.24%
Glucocorticoid receptor binding	+	0.5557	55.57%
Aromatase binding	-	0.5825	58.25%
PPAR gamma	-	0.6231	62.31%
Honey bee toxicity	-	0.9245	92.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	90.49%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.60%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.55%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	82.27%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.10%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.56%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.98%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	80.35%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.03%	100.00%

Plants that contains it

• Chrysopogon zizanioides

Cross-Links

• PubChem: 85973
• LOTUS: LTS0066395
• wikiData: Q105113940