methyl 2-[(1S,3E,7E,11E)-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl]prop-2-enoate

Details

• Internal ID: 78c89199-0a93-493c-a0f2-fec0cefa4f2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: methyl 2-[(1S,3E,7E,11E)-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl]prop-2-enoate
• InChI: InChI=1S/C21H32O2/c1-16-8-6-10-17(2)12-14-20(19(4)21(22)23-5)15-13-18(3)11-7-9-16/h8,11-12,20H,4,6-7,9-10,13-15H2,1-3,5H3/b16-8+,17-12+,18-11+/t20-/m1/s1
• InChI Key: CCLHTOSXGFHKGP-NEUPFZBPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.50 g/mol
• Exact Mass: 316.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.92
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8088	80.88%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.3610	36.10%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9665	96.65%
OATP1B3 inhibitior	+	0.9105	91.05%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8506	85.06%
P-glycoprotein inhibitior	+	0.6165	61.65%
P-glycoprotein substrate	-	0.8974	89.74%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6063	60.63%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.8756	87.56%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.7596	75.96%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.7222	72.22%
CYP2C8 inhibition	-	0.7794	77.94%
CYP inhibitory promiscuity	-	0.8629	86.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6828	68.28%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.6386	63.86%
Eye irritation	-	0.6193	61.93%
Skin irritation	+	0.5427	54.27%
Skin corrosion	-	0.9944	99.44%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8654	86.54%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6200	62.00%
skin sensitisation	+	0.6106	61.06%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.8778	87.78%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.6636	66.36%
Acute Oral Toxicity (c)	III	0.7853	78.53%
Estrogen receptor binding	-	0.6972	69.72%
Androgen receptor binding	-	0.6698	66.98%
Thyroid receptor binding	-	0.5269	52.69%
Glucocorticoid receptor binding	+	0.5910	59.10%
Aromatase binding	-	0.6038	60.38%
PPAR gamma	+	0.6514	65.14%
Honey bee toxicity	-	0.8814	88.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	95.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	88.26%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.70%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.66%	94.33%
CHEMBL2581	P07339	Cathepsin D	81.83%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.83%	90.00%
CHEMBL5028	O14672	ADAM10	80.82%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163064817
• LOTUS: LTS0204197
• wikiData: Q104953439