(1R,4Z,9S)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid

Details

• Internal ID: 7033ef02-f0be-43cf-b7c6-ee344b3de438
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4Z,9S)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene-4-carboxylic acid
• SMILES (Canonical): CC1(CC2C1CCC(=CCCC2=C)C(=O)O)C
• SMILES (Isomeric): CC1(C[C@H]2[C@H]1CC/C(=C/CCC2=C)/C(=O)O)C
• InChI: InChI=1S/C15H22O2/c1-10-5-4-6-11(14(16)17)7-8-13-12(10)9-15(13,2)3/h6,12-13H,1,4-5,7-9H2,2-3H3,(H,16,17)/b11-6-/t12-,13-/m1/s1
• InChI Key: NXPSZVSYBXSYPZ-RLLAQXBXSA-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: 3.70
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.8043	80.43%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4736	47.36%
OATP2B1 inhibitior	-	0.8473	84.73%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.8077	80.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7375	73.75%
P-glycoprotein inhibitior	-	0.8983	89.83%
P-glycoprotein substrate	-	0.9481	94.81%
CYP3A4 substrate	+	0.5107	51.07%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.7924	79.24%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5308	53.08%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.7146	71.46%
CYP2C8 inhibition	-	0.6950	69.50%
CYP inhibitory promiscuity	-	0.9475	94.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5779	57.79%
Eye corrosion	-	0.8820	88.20%
Eye irritation	+	0.5733	57.33%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5574	55.74%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6537	65.37%
skin sensitisation	+	0.8034	80.34%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5668	56.68%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5945	59.45%
Acute Oral Toxicity (c)	III	0.6749	67.49%
Estrogen receptor binding	-	0.8139	81.39%
Androgen receptor binding	-	0.5252	52.52%
Thyroid receptor binding	-	0.7036	70.36%
Glucocorticoid receptor binding	+	0.6357	63.57%
Aromatase binding	-	0.6662	66.62%
PPAR gamma	-	0.6527	65.27%
Honey bee toxicity	-	0.9153	91.53%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	95.61%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.47%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.32%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.26%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.88%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.04%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.17%	94.45%

Plants that contains it

• Lychnophora ericoides

Cross-Links

• PubChem: 100854230
• LOTUS: LTS0170385
• wikiData: Q105187282