(6,10,14-Trimethyl-3-methylidene-2-oxo-3a,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-4-yl) acetate

Details

• Internal ID: 35c7d79d-09d9-475b-8f64-2e26d571f4f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: (6,10,14-trimethyl-3-methylidene-2-oxo-3a,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-4-yl) acetate
• SMILES (Canonical): CC1=CCCC(=CC2C(C(CC(=CCC1)C)OC(=O)C)C(=C)C(=O)O2)C
• SMILES (Isomeric): CC1=CCCC(=CC2C(C(CC(=CCC1)C)OC(=O)C)C(=C)C(=O)O2)C
• InChI: InChI=1S/C22H30O4/c1-14-8-6-10-15(2)12-19(25-18(5)23)21-17(4)22(24)26-20(21)13-16(3)11-7-9-14/h9-10,13,19-21H,4,6-8,11-12H2,1-3,5H3
• InChI Key: FQGQUCGJPWKECX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.21440943 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.5654	56.54%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5897	58.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9397	93.97%
OATP1B3 inhibitior	+	0.8041	80.41%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5411	54.11%
P-glycoprotein inhibitior	+	0.6558	65.58%
P-glycoprotein substrate	-	0.8938	89.38%
CYP3A4 substrate	+	0.5765	57.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.6579	65.79%
CYP2C9 inhibition	-	0.8670	86.70%
CYP2C19 inhibition	-	0.7530	75.30%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	+	0.7283	72.83%
CYP2C8 inhibition	-	0.7209	72.09%
CYP inhibitory promiscuity	-	0.9096	90.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6558	65.58%
Eye corrosion	-	0.9461	94.61%
Eye irritation	-	0.7616	76.16%
Skin irritation	-	0.5189	51.89%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7112	71.12%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7876	78.76%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7544	75.44%
Acute Oral Toxicity (c)	III	0.4766	47.66%
Estrogen receptor binding	-	0.6176	61.76%
Androgen receptor binding	-	0.5183	51.83%
Thyroid receptor binding	-	0.5089	50.89%
Glucocorticoid receptor binding	+	0.5585	55.85%
Aromatase binding	-	0.6578	65.78%
PPAR gamma	+	0.5367	53.67%
Honey bee toxicity	-	0.7616	76.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	96.21%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.19%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.54%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.51%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.27%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.17%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.33%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75241451
• LOTUS: LTS0180755
• wikiData: Q104999640