(5R,6S)-5,6-dimethyl-6-[(2E)-3-methylpenta-2,4-dienyl]cyclohexene-1-carboxylic acid

Details

• Internal ID: f5211be5-9cac-4a0d-99d4-bd8d57e7f536
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: (5R,6S)-5,6-dimethyl-6-[(2E)-3-methylpenta-2,4-dienyl]cyclohexene-1-carboxylic acid
• SMILES (Canonical): CC1CCC=C(C1(C)CC=C(C)C=C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CCC=C([C@@]1(C)C/C=C(\C)/C=C)C(=O)O
• InChI: InChI=1S/C15H22O2/c1-5-11(2)9-10-15(4)12(3)7-6-8-13(15)14(16)17/h5,8-9,12H,1,6-7,10H2,2-4H3,(H,16,17)/b11-9+/t12-,15+/m1/s1
• InChI Key: NHASXRPHDCXJBS-QSKJXDJHSA-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: 4.70
• Atomic LogP (AlogP): 3.96
• 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	+	0.9886	98.86%
Caco-2	+	0.7767	77.67%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5364	53.64%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	-	0.3170	31.70%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7678	76.78%
P-glycoprotein inhibitior	-	0.9760	97.60%
P-glycoprotein substrate	-	0.8471	84.71%
CYP3A4 substrate	-	0.5277	52.77%
CYP2C9 substrate	-	0.5618	56.18%
CYP2D6 substrate	-	0.9231	92.31%
CYP3A4 inhibition	-	0.7916	79.16%
CYP2C9 inhibition	-	0.7887	78.87%
CYP2C19 inhibition	-	0.8489	84.89%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.7823	78.23%
CYP2C8 inhibition	-	0.8696	86.96%
CYP inhibitory promiscuity	-	0.8488	84.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7843	78.43%
Carcinogenicity (trinary)	Non-required	0.6609	66.09%
Eye corrosion	-	0.9502	95.02%
Eye irritation	-	0.9213	92.13%
Skin irritation	+	0.6680	66.80%
Skin corrosion	-	0.9893	98.93%
Ames mutagenesis	-	0.6628	66.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5297	52.97%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5287	52.87%
skin sensitisation	+	0.7688	76.88%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6301	63.01%
Acute Oral Toxicity (c)	III	0.8033	80.33%
Estrogen receptor binding	-	0.8816	88.16%
Androgen receptor binding	-	0.8322	83.22%
Thyroid receptor binding	-	0.7443	74.43%
Glucocorticoid receptor binding	-	0.7961	79.61%
Aromatase binding	-	0.6895	68.95%
PPAR gamma	-	0.6243	62.43%
Honey bee toxicity	-	0.9170	91.70%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.59%	93.00%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.15%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.73%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.20%	91.19%
CHEMBL4208	P20618	Proteasome component C5	82.86%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.95%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.55%	90.24%
CHEMBL4072	P07858	Cathepsin B	81.18%	93.67%

Plants that contains it

• Cheilolejeunea rigidula

Cross-Links

• PubChem: 21608099
• LOTUS: LTS0233473
• wikiData: Q105179271