(15-Hydroxy-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: 1a676b85-d485-4683-a35b-fd47836aaadf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: (15-hydroxy-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/C22H30O5/c1-14-7-5-9-15(2)20(24)21-19(16(3)22(25)27-21)12-11-18(10-6-8-14)13-26-17(4)23/h8-9,11,19-21,24H,3,5-7,10,12-13H2,1-2,4H3
• InChI Key: YTTIJMUWWAOHLU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9650	96.50%
Caco-2	-	0.6208	62.08%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7454	74.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7927	79.27%
P-glycoprotein inhibitior	-	0.5251	52.51%
P-glycoprotein substrate	-	0.8045	80.45%
CYP3A4 substrate	+	0.6273	62.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	+	0.5535	55.35%
CYP2C9 inhibition	-	0.6751	67.51%
CYP2C19 inhibition	-	0.6937	69.37%
CYP2D6 inhibition	-	0.8492	84.92%
CYP1A2 inhibition	+	0.7345	73.45%
CYP2C8 inhibition	+	0.4650	46.50%
CYP inhibitory promiscuity	-	0.8163	81.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.8972	89.72%
Skin irritation	+	0.4893	48.93%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4208	42.08%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6179	61.79%
skin sensitisation	-	0.8189	81.89%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7930	79.30%
Acute Oral Toxicity (c)	III	0.6218	62.18%
Estrogen receptor binding	+	0.6738	67.38%
Androgen receptor binding	+	0.5336	53.36%
Thyroid receptor binding	-	0.6065	60.65%
Glucocorticoid receptor binding	+	0.7606	76.06%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5432	54.32%
Honey bee toxicity	-	0.7593	75.93%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	97.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.72%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.65%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.09%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.31%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.54%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.49%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.21%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.73%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162917256
• LOTUS: LTS0256555
• wikiData: Q105362017