3-[1-Methyl-3-methylidene-2-(3-methyl-4-oxobut-2-enyl)-6-prop-1-en-2-ylcyclohexyl]propanoic acid

Details

• Internal ID: 8d6cce45-18b0-4d84-a3b7-a15ede43a25f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 3-[1-methyl-3-methylidene-2-(3-methyl-4-oxobut-2-enyl)-6-prop-1-en-2-ylcyclohexyl]propanoic acid
• SMILES (Canonical): CC(=C)C1CCC(=C)C(C1(C)CCC(=O)O)CC=C(C)C=O
• SMILES (Isomeric): CC(=C)C1CCC(=C)C(C1(C)CCC(=O)O)CC=C(C)C=O
• InChI: InChI=1S/C19H28O3/c1-13(2)16-9-7-15(4)17(8-6-14(3)12-20)19(16,5)11-10-18(21)22/h6,12,16-17H,1,4,7-11H2,2-3,5H3,(H,21,22)
• InChI Key: HMGDRTLMZZMEPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.8090	80.90%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7714	77.14%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8724	87.24%
OATP1B3 inhibitior	+	0.8990	89.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5463	54.63%
P-glycoprotein inhibitior	-	0.7622	76.22%
P-glycoprotein substrate	-	0.6184	61.84%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	0.5701	57.01%
CYP2D6 substrate	-	0.9166	91.66%
CYP3A4 inhibition	-	0.6534	65.34%
CYP2C9 inhibition	-	0.8845	88.45%
CYP2C19 inhibition	-	0.9262	92.62%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.8940	89.40%
CYP2C8 inhibition	-	0.6554	65.54%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8043	80.43%
Carcinogenicity (trinary)	Non-required	0.6627	66.27%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.8551	85.51%
Skin irritation	+	0.5417	54.17%
Skin corrosion	-	0.9740	97.40%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7008	70.08%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.7134	71.34%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6486	64.86%
Acute Oral Toxicity (c)	III	0.7738	77.38%
Estrogen receptor binding	-	0.7769	77.69%
Androgen receptor binding	-	0.5200	52.00%
Thyroid receptor binding	+	0.5230	52.30%
Glucocorticoid receptor binding	+	0.7110	71.10%
Aromatase binding	-	0.5794	57.94%
PPAR gamma	+	0.6278	62.78%
Honey bee toxicity	-	0.8797	87.97%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
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	97.35%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.94%	83.82%
CHEMBL2581	P07339	Cathepsin D	90.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.42%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.10%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.38%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.72%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.14%	93.00%
CHEMBL5028	O14672	ADAM10	82.70%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.84%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.66%	95.50%

Plants that contains it

• Catharanthus roseus
• Croton costatus

Cross-Links

• PubChem: 162852075
• LOTUS: LTS0046741
• wikiData: Q105149456