[(3aR,5Z,9Z,13E,15aS)-10,14-dimethyl-3-methylidene-2-oxo-3a,4,7,8,11,12,15,15a-octahydrocyclotetradeca[b]furan-6-yl]methyl acetate

Details

• Internal ID: 7631bd06-71ec-4490-a4d6-a3e62c755025
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: [(3aR,5Z,9Z,13E,15aS)-10,14-dimethyl-3-methylidene-2-oxo-3a,4,7,8,11,12,15,15a-octahydrocyclotetradeca[b]furan-6-yl]methyl acetate
• InChI: InChI=1S/C22H30O4/c1-15-7-5-9-16(2)13-21-20(17(3)22(24)26-21)12-11-19(10-6-8-15)14-25-18(4)23/h8-9,11,20-21H,3,5-7,10,12-14H2,1-2,4H3/b15-8-,16-9+,19-11-/t20-,21+/m1/s1
• InChI Key: WVUIGZJAERAWJE-GBSATCBFSA-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: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.5734	57.34%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7103	71.03%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9056	90.56%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7745	77.45%
P-glycoprotein inhibitior	+	0.6025	60.25%
P-glycoprotein substrate	-	0.8712	87.12%
CYP3A4 substrate	+	0.5946	59.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.5524	55.24%
CYP2C9 inhibition	-	0.8371	83.71%
CYP2C19 inhibition	-	0.7600	76.00%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	+	0.6226	62.26%
CYP2C8 inhibition	+	0.5209	52.09%
CYP inhibitory promiscuity	-	0.8239	82.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9676	96.76%
Eye irritation	-	0.7004	70.04%
Skin irritation	-	0.5693	56.93%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.5945	59.45%
Human Ether-a-go-go-Related Gene inhibition	+	0.7351	73.51%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6804	68.04%
skin sensitisation	-	0.7933	79.33%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.8568	85.68%
Acute Oral Toxicity (c)	III	0.6972	69.72%
Estrogen receptor binding	+	0.6097	60.97%
Androgen receptor binding	+	0.5498	54.98%
Thyroid receptor binding	-	0.5998	59.98%
Glucocorticoid receptor binding	+	0.7628	76.28%
Aromatase binding	-	0.6084	60.84%
PPAR gamma	+	0.5497	54.97%
Honey bee toxicity	-	0.8041	80.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.07%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.81%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.19%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.07%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.76%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.45%	85.14%
CHEMBL4208	P20618	Proteasome component C5	84.32%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.00%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.88%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162902070
• LOTUS: LTS0021090
• wikiData: Q105313777