13-chloro-14-hydroxy-6,10,14-trimethyl-3-methylidene-4,7,8,11,12,13,15,15a-octahydro-3aH-cyclotetradeca[b]furan-2-one

Details

• Internal ID: a574dba0-8c4a-4f14-9a33-accc331d94ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: 13-chloro-14-hydroxy-6,10,14-trimethyl-3-methylidene-4,7,8,11,12,13,15,15a-octahydro-3aH-cyclotetradeca[b]furan-2-one
• InChI: InChI=1S/C20H29ClO3/c1-13-6-5-7-14(2)9-11-18(21)20(4,23)12-17-16(10-8-13)15(3)19(22)24-17/h7-8,16-18,23H,3,5-6,9-12H2,1-2,4H3
• InChI Key: AEKUHSZDYHCQSS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉ClO₃
• Molecular Weight: 352.90 g/mol
• Exact Mass: 352.1805225 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.6673	66.73%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5794	57.94%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.8693	86.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.5935	59.35%
P-glycoprotein inhibitior	-	0.6625	66.25%
P-glycoprotein substrate	-	0.8925	89.25%
CYP3A4 substrate	+	0.6383	63.83%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.8257	82.57%
CYP2C9 inhibition	-	0.7542	75.42%
CYP2C19 inhibition	-	0.7463	74.63%
CYP2D6 inhibition	-	0.9221	92.21%
CYP1A2 inhibition	-	0.5381	53.81%
CYP2C8 inhibition	+	0.5343	53.43%
CYP inhibitory promiscuity	-	0.9327	93.27%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8195	81.95%
Carcinogenicity (trinary)	Non-required	0.4510	45.10%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.9510	95.10%
Skin irritation	-	0.5152	51.52%
Skin corrosion	-	0.8868	88.68%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7228	72.28%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	-	0.7430	74.30%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7577	75.77%
Acute Oral Toxicity (c)	III	0.4670	46.70%
Estrogen receptor binding	+	0.6424	64.24%
Androgen receptor binding	+	0.5430	54.30%
Thyroid receptor binding	+	0.5600	56.00%
Glucocorticoid receptor binding	+	0.7413	74.13%
Aromatase binding	-	0.5083	50.83%
PPAR gamma	+	0.6655	66.55%
Honey bee toxicity	-	0.8023	80.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	97.93%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.64%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.08%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.04%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.10%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.34%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.73%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.32%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.09%	91.24%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.66%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.50%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75066724
• LOTUS: LTS0272291
• wikiData: Q104910120