(E)-5-[(1S,5S,6S)-2,6-dimethyl-6-bicyclo[3.1.1]hept-2-enyl]-2-methylpent-2-enoic acid

Details

• Internal ID: d8479f2b-c9b5-4146-a0d1-78d6660f9c70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (E)-5-[(1S,5S,6S)-2,6-dimethyl-6-bicyclo[3.1.1]hept-2-enyl]-2-methylpent-2-enoic acid
• SMILES (Canonical): CC1=CCC2CC1C2(C)CCC=C(C)C(=O)O
• SMILES (Isomeric): CC1=CC[C@H]2C[C@@H]1[C@@]2(C)CC/C=C(\C)/C(=O)O
• InChI: InChI=1S/C15H22O2/c1-10-6-7-12-9-13(10)15(12,3)8-4-5-11(2)14(16)17/h5-6,12-13H,4,7-9H2,1-3H3,(H,16,17)/b11-5+/t12-,13-,15-/m0/s1
• InChI Key: CTORLPNPQPAKGI-KFCMCJRJSA-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: 3.50
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.7822	78.22%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4112	41.12%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	-	0.2772	27.72%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8184	81.84%
P-glycoprotein inhibitior	-	0.9506	95.06%
P-glycoprotein substrate	-	0.8161	81.61%
CYP3A4 substrate	+	0.5417	54.17%
CYP2C9 substrate	-	0.5701	57.01%
CYP2D6 substrate	-	0.9160	91.60%
CYP3A4 inhibition	-	0.8848	88.48%
CYP2C9 inhibition	-	0.5850	58.50%
CYP2C19 inhibition	-	0.6117	61.17%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8314	83.14%
CYP2C8 inhibition	-	0.8209	82.09%
CYP inhibitory promiscuity	-	0.8400	84.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5965	59.65%
Eye corrosion	-	0.9653	96.53%
Eye irritation	-	0.7169	71.69%
Skin irritation	+	0.4931	49.31%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4248	42.48%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.6756	67.56%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8079	80.79%
Acute Oral Toxicity (c)	III	0.8150	81.50%
Estrogen receptor binding	-	0.6299	62.99%
Androgen receptor binding	-	0.6333	63.33%
Thyroid receptor binding	-	0.5593	55.93%
Glucocorticoid receptor binding	-	0.6538	65.38%
Aromatase binding	-	0.5735	57.35%
PPAR gamma	+	0.7749	77.49%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	94.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.62%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.53%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.41%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.25%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.64%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.07%	94.62%

Plants that contains it

• Clausena excavata
• Solanum habrochaites

Cross-Links

• PubChem: 11031804
• LOTUS: LTS0037855
• wikiData: Q105024789