(12-Hydroxy-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: edd3551e-9645-473b-8e4c-98a00c8f3a28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: (12-hydroxy-6,10,14-trimethyl-3-methylidene-2-oxo-3a,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-4-yl) acetate
• InChI: InChI=1S/C22H30O5/c1-13-7-6-8-14(2)11-19(26-17(5)23)21-16(4)22(25)27-20(21)12-15(3)10-18(24)9-13/h8-9,12,18-21,24H,4,6-7,10-11H2,1-3,5H3
• InChI Key: ISGQPXKSBWMSAH-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: 2.60
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	+	0.4891	48.91%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6223	62.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9209	92.09%
OATP1B3 inhibitior	+	0.8691	86.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6132	61.32%
P-glycoprotein inhibitior	-	0.4475	44.75%
P-glycoprotein substrate	-	0.8473	84.73%
CYP3A4 substrate	+	0.6125	61.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.5293	52.93%
CYP2C9 inhibition	-	0.8593	85.93%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	+	0.6736	67.36%
CYP2C8 inhibition	-	0.7144	71.44%
CYP inhibitory promiscuity	-	0.9498	94.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6511	65.11%
Eye corrosion	-	0.9731	97.31%
Eye irritation	-	0.8574	85.74%
Skin irritation	+	0.5351	53.51%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6525	65.25%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8264	82.64%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7590	75.90%
Acute Oral Toxicity (c)	II	0.3856	38.56%
Estrogen receptor binding	+	0.5283	52.83%
Androgen receptor binding	+	0.5494	54.94%
Thyroid receptor binding	-	0.4914	49.14%
Glucocorticoid receptor binding	+	0.5816	58.16%
Aromatase binding	-	0.5816	58.16%
PPAR gamma	-	0.5186	51.86%
Honey bee toxicity	-	0.7203	72.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	95.99%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.39%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.56%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.84%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.40%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.72%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.45%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	82.14%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	81.97%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85242363
• LOTUS: LTS0265780
• wikiData: Q105119505