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

Details

• Internal ID: 9e54e350-10f9-4eee-b805-961f1253bbdd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: (4,12-diacetyloxy-6,10,14-trimethyl-3-methylidene-2-oxo-3a,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-8-yl) acetate
• SMILES (Canonical): CC1=CC(CC(=CC2C(C(CC(=CC(C1)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2)C)OC(=O)C
• SMILES (Isomeric): CC1=CC(CC(=CC2C(C(CC(=CC(C1)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2)C)OC(=O)C
• InChI: InChI=1S/C26H34O8/c1-14-8-21(31-18(5)27)10-15(2)12-23(33-20(7)29)25-17(4)26(30)34-24(25)13-16(3)11-22(9-14)32-19(6)28/h9-10,13,21-25H,4,8,11-12H2,1-3,5-7H3
• InChI Key: AEECRLMJHMQCTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₈
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.22536804 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	-	0.6343	63.43%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5334	53.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.8627	86.27%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7986	79.86%
P-glycoprotein inhibitior	+	0.7594	75.94%
P-glycoprotein substrate	-	0.8520	85.20%
CYP3A4 substrate	+	0.5760	57.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.7694	76.94%
CYP2C9 inhibition	-	0.8777	87.77%
CYP2C19 inhibition	-	0.7808	78.08%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.5752	57.52%
CYP2C8 inhibition	-	0.8375	83.75%
CYP inhibitory promiscuity	-	0.8325	83.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5559	55.59%
Eye corrosion	-	0.9229	92.29%
Eye irritation	-	0.8611	86.11%
Skin irritation	-	0.6611	66.11%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4092	40.92%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	-	0.6214	62.14%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7458	74.58%
Acute Oral Toxicity (c)	III	0.4216	42.16%
Estrogen receptor binding	+	0.6408	64.08%
Androgen receptor binding	-	0.5187	51.87%
Thyroid receptor binding	+	0.5295	52.95%
Glucocorticoid receptor binding	+	0.7585	75.85%
Aromatase binding	-	0.4828	48.28%
PPAR gamma	+	0.6054	60.54%
Honey bee toxicity	-	0.7627	76.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	93.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.01%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.69%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.57%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.13%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.67%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.72%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.85%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.35%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162976876
• LOTUS: LTS0038599
• wikiData: Q104910034