[(3aR,5Z,7R,10E,14E,15aR)-6,10,14-trimethyl-3-methylidene-2-oxo-3a,4,7,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-7-yl] acetate

Details

• Internal ID: 2242db81-757e-4913-a7d4-14de73d8e7f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: [(3aR,5Z,7R,10E,14E,15aR)-6,10,14-trimethyl-3-methylidene-2-oxo-3a,4,7,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-7-yl] acetate
• InChI: InChI=1S/C22H30O4/c1-14-7-6-8-15(2)13-21-19(17(4)22(24)26-21)11-10-16(3)20(12-9-14)25-18(5)23/h7,10,13,19-21H,4,6,8-9,11-12H2,1-3,5H3/b14-7+,15-13+,16-10-/t19-,20-,21-/m1/s1
• InChI Key: LJCSRCAUWHVUAP-KMXOGMNRSA-N
• Popularity: 2 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: 3.60
• 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	+	0.9902	99.02%
Caco-2	+	0.6734	67.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6278	62.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9209	92.09%
OATP1B3 inhibitior	+	0.8358	83.58%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7022	70.22%
P-glycoprotein inhibitior	+	0.7649	76.49%
P-glycoprotein substrate	-	0.8431	84.31%
CYP3A4 substrate	+	0.6078	60.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.6657	66.57%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.7633	76.33%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	+	0.6801	68.01%
CYP2C8 inhibition	+	0.5138	51.38%
CYP inhibitory promiscuity	-	0.9063	90.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6718	67.18%
Eye corrosion	-	0.9567	95.67%
Eye irritation	-	0.8373	83.73%
Skin irritation	-	0.5522	55.22%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6992	69.92%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7320	73.20%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5488	54.88%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	-	0.4756	47.56%
Androgen receptor binding	-	0.5176	51.76%
Thyroid receptor binding	-	0.6200	62.00%
Glucocorticoid receptor binding	+	0.6724	67.24%
Aromatase binding	-	0.5749	57.49%
PPAR gamma	+	0.5619	56.19%
Honey bee toxicity	-	0.7854	78.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	96.42%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.12%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.70%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.45%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.51%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.96%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.45%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.44%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163194226
• LOTUS: LTS0262120
• wikiData: Q105152496