Caucalol diacetate

Details

• Internal ID: 58221b19-89dd-439a-aaf3-a0e6f6bc4bfa
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [(1S,4S,6S,7Z,11S)-6-acetyloxy-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodec-7-en-4-yl] acetate
• InChI: InChI=1S/C19H30O5/c1-12-7-8-16-19(6,24-16)10-9-15(22-13(2)20)18(4,5)17(11-12)23-14(3)21/h11,15-17H,7-10H2,1-6H3/b12-11-/t15-,16-,17-,19-/m0/s1
• InChI Key: LLDZPKVTWNOHBD-NXWIZDFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• ((1S,4S,6S,7Z,11S)-6-acetyloxy-1,5,5,8-tetramethyl-12-oxabicyclo(9.1.0)dodec-7-en-4-yl) acetate
• [(1S,4S,6S,7Z,11S)-6-acetyloxy-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodec-7-en-4-yl] acetate
• RefChem:124015
• 5172-19-0
• DTXSID601359985
• Q63409463

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.7168	71.68%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6945	69.45%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8052	80.52%
P-glycoprotein inhibitior	-	0.5588	55.88%
P-glycoprotein substrate	-	0.8874	88.74%
CYP3A4 substrate	+	0.6352	63.52%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.7339	73.39%
CYP2C9 inhibition	-	0.7189	71.89%
CYP2C19 inhibition	-	0.6993	69.93%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	+	0.5710	57.10%
CYP2C8 inhibition	-	0.7546	75.46%
CYP inhibitory promiscuity	-	0.9478	94.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.6316	63.16%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.8876	88.76%
Skin irritation	-	0.5194	51.94%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4593	45.93%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.5881	58.81%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5725	57.25%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5941	59.41%
Acute Oral Toxicity (c)	III	0.5695	56.95%
Estrogen receptor binding	+	0.8529	85.29%
Androgen receptor binding	-	0.5087	50.87%
Thyroid receptor binding	+	0.5585	55.85%
Glucocorticoid receptor binding	+	0.6749	67.49%
Aromatase binding	+	0.6647	66.47%
PPAR gamma	+	0.6592	65.92%
Honey bee toxicity	-	0.8551	85.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9885	98.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.25%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.57%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.53%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.40%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.17%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.92%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.02%	98.95%

Plants that contains it

• Torilis scabra

Cross-Links

• PubChem: 101618263
• LOTUS: LTS0024337
• wikiData: Q63409463