[(1E,3S,4R,7E,12S)-3-acetyloxy-12-hydroxy-7,11-dimethyl-4-prop-1-en-2-ylcyclotetradeca-1,7,10-trien-1-yl]methyl acetate

Details

• Internal ID: b39fc2a6-c7b6-47a4-80fa-0b4f27abe7c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: [(1E,3S,4R,7E,12S)-3-acetyloxy-12-hydroxy-7,11-dimethyl-4-prop-1-en-2-ylcyclotetradeca-1,7,10-trien-1-yl]methyl acetate
• SMILES (Canonical): CC1=CCC=C(C(CCC(=CC(C(CC1)C(=C)C)OC(=O)C)COC(=O)C)O)C
• SMILES (Isomeric): C/C/1=C\CC=C([C@H](CC/C(=C\[C@@H]([C@H](CC1)C(=C)C)OC(=O)C)/COC(=O)C)O)C
• InChI: InChI=1S/C24H36O5/c1-16(2)22-12-10-17(3)8-7-9-18(4)23(27)13-11-21(15-28-19(5)25)14-24(22)29-20(6)26/h8-9,14,22-24,27H,1,7,10-13,15H2,2-6H3/b17-8+,18-9?,21-14+/t22-,23+,24+/m1/s1
• InChI Key: VEMVDCAUWIBDLU-JRSRHVPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.25627424 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 5
• 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	+	0.9832	98.32%
Caco-2	+	0.5368	53.68%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8797	87.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8934	89.34%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9186	91.86%
P-glycoprotein inhibitior	+	0.7697	76.97%
P-glycoprotein substrate	-	0.6671	66.71%
CYP3A4 substrate	+	0.6071	60.71%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8390	83.90%
CYP2C19 inhibition	-	0.8299	82.99%
CYP2D6 inhibition	-	0.8799	87.99%
CYP1A2 inhibition	-	0.6980	69.80%
CYP2C8 inhibition	+	0.4625	46.25%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.7417	74.17%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8648	86.48%
Skin irritation	-	0.6059	60.59%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4576	45.76%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.7674	76.74%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6502	65.02%
Acute Oral Toxicity (c)	III	0.6560	65.60%
Estrogen receptor binding	+	0.7728	77.28%
Androgen receptor binding	-	0.6018	60.18%
Thyroid receptor binding	-	0.5621	56.21%
Glucocorticoid receptor binding	+	0.7171	71.71%
Aromatase binding	-	0.7263	72.63%
PPAR gamma	+	0.5221	52.21%
Honey bee toxicity	-	0.7872	78.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.55%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.40%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.79%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.67%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.37%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.99%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.37%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.05%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163187119
• LOTUS: LTS0184870
• wikiData: Q105284709