Cespitulactone A

Details

• Internal ID: 5e96be94-33e1-4acd-94e3-52d7253b9420
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1S,5E,7S,12R)-7-hydroxy-5,13,13-trimethyl-9-methylidene-2-oxabicyclo[10.2.2]hexadec-5-ene-3,14-dione
• InChI: InChI=1S/C19H28O4/c1-12-5-6-14-7-8-16(18(22)19(14,3)4)23-17(21)11-13(2)10-15(20)9-12/h10,14-16,20H,1,5-9,11H2,2-4H3/b13-10+/t14-,15+,16+/m1/s1
• InChI Key: OFYDSJDWPZLVHN-GVCJHLKLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (1S,5E,7S,12R)-7-hydroxy-5,13,13-trimethyl-9-methylidene-2-oxabicyclo(10.2.2)hexadec-5-ene-3,14-dione
• (1S,5E,7S,12R)-7-Hydroxy-5,13,13-trimethyl-9-methylidene-2-oxabicyclo[10.2.2]hexadec-5-ene-3,14-dione
• RefChem:124663
• (1R,6S,7E,12S)-6-hydroxy-8,14,14-trimethyl-4-methylidene-11-oxabicyclo(10.2.2)hexadec-7-ene-10,13-dione
• CHEMBL383035

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9724	97.24%
Caco-2	+	0.6807	68.07%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7450	74.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.8811	88.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8594	85.94%
P-glycoprotein inhibitior	-	0.6779	67.79%
P-glycoprotein substrate	-	0.7960	79.60%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.5737	57.37%
CYP2C9 inhibition	-	0.8860	88.60%
CYP2C19 inhibition	-	0.8215	82.15%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.6968	69.68%
CYP2C8 inhibition	-	0.8431	84.31%
CYP inhibitory promiscuity	-	0.9785	97.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6887	68.87%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8171	81.71%
Skin irritation	+	0.6552	65.52%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7087	70.87%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.7366	73.66%
skin sensitisation	-	0.5858	58.58%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7947	79.47%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5645	56.45%
Acute Oral Toxicity (c)	III	0.7089	70.89%
Estrogen receptor binding	+	0.6216	62.16%
Androgen receptor binding	-	0.7037	70.37%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	+	0.7729	77.29%
Aromatase binding	-	0.5967	59.67%
PPAR gamma	-	0.6128	61.28%
Honey bee toxicity	-	0.8742	87.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	94.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.96%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.51%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.98%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.04%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.48%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.26%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.82%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.61%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16083143
• LOTUS: LTS0146601
• wikiData: Q105191459