2-[(1R,3E,7E)-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-enyl (2R)-2-methylbutanoate

Details

• Internal ID: 9af0cf5a-b5c1-489d-85ca-1c40112df3c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 2-[(1R,3E,7E)-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-enyl (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OCC(=C)C1CCC(=CCCC(=CC1)C)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)OCC(=C)[C@@H]1CC/C(=C/CC/C(=C/C1)/C)/C
• InChI: InChI=1S/C20H32O2/c1-6-17(4)20(21)22-14-18(5)19-12-10-15(2)8-7-9-16(3)11-13-19/h8,11,17,19H,5-7,9-10,12-14H2,1-4H3/b15-8+,16-11+/t17-,19-/m1/s1
• InChI Key: MQCIQJPOZOJOPG-QKGSJICYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8765	87.65%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.3953	39.53%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8022	80.22%
P-glycoprotein inhibitior	-	0.6214	62.14%
P-glycoprotein substrate	-	0.8557	85.57%
CYP3A4 substrate	+	0.5054	50.54%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8149	81.49%
CYP2C19 inhibition	-	0.7328	73.28%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.5751	57.51%
CYP2C8 inhibition	-	0.6627	66.27%
CYP inhibitory promiscuity	-	0.5554	55.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.5413	54.13%
Eye corrosion	-	0.6203	62.03%
Eye irritation	-	0.6941	69.41%
Skin irritation	+	0.5527	55.27%
Skin corrosion	-	0.9915	99.15%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7540	75.40%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5144	51.44%
skin sensitisation	-	0.5664	56.64%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.8444	84.44%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.6313	63.13%
Acute Oral Toxicity (c)	III	0.5783	57.83%
Estrogen receptor binding	-	0.7905	79.05%
Androgen receptor binding	-	0.5645	56.45%
Thyroid receptor binding	+	0.5499	54.99%
Glucocorticoid receptor binding	+	0.5502	55.02%
Aromatase binding	-	0.6968	69.68%
PPAR gamma	-	0.5659	56.59%
Honey bee toxicity	-	0.9166	91.66%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
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	97.82%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.20%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.51%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.58%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.23%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.61%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.26%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.57%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.32%	96.47%

Plants that contains it

• Perezia multiflora

Cross-Links

• PubChem: 163033544
• LOTUS: LTS0144032
• wikiData: Q105169887