Pectinolide B

Details

• Internal ID: 21ced537-1eec-4d55-a705-d474f30cbc80
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(2S,3S)-2-[(Z,3S)-3-hydroxyhept-1-enyl]-6-oxo-2,3-dihydropyran-3-yl] acetate
• SMILES (Canonical): CCCCC(C=CC1C(C=CC(=O)O1)OC(=O)C)O
• SMILES (Isomeric): CCCC[C@@H](/C=C\[C@H]1[C@H](C=CC(=O)O1)OC(=O)C)O
• InChI: InChI=1S/C14H20O5/c1-3-4-5-11(16)6-7-13-12(18-10(2)15)8-9-14(17)19-13/h6-9,11-13,16H,3-5H2,1-2H3/b7-6-/t11-,12-,13-/m0/s1
• InChI Key: ZBODODUGQIYKMF-MGTGEQGZSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₅
• Molecular Weight: 268.30 g/mol
• Exact Mass: 268.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL482600

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	-	0.5796	57.96%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8164	81.64%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8445	84.45%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8042	80.42%
P-glycoprotein inhibitior	-	0.9390	93.90%
P-glycoprotein substrate	-	0.7545	75.45%
CYP3A4 substrate	+	0.5401	54.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.7531	75.31%
CYP2C9 inhibition	-	0.9418	94.18%
CYP2C19 inhibition	-	0.8610	86.10%
CYP2D6 inhibition	-	0.9196	91.96%
CYP1A2 inhibition	-	0.9390	93.90%
CYP2C8 inhibition	-	0.8481	84.81%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9215	92.15%
Carcinogenicity (trinary)	Non-required	0.7341	73.41%
Eye corrosion	-	0.9651	96.51%
Eye irritation	-	0.8454	84.54%
Skin irritation	-	0.5557	55.57%
Skin corrosion	-	0.7876	78.76%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3985	39.85%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8125	81.25%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7109	71.09%
Acute Oral Toxicity (c)	III	0.6327	63.27%
Estrogen receptor binding	-	0.6034	60.34%
Androgen receptor binding	-	0.7661	76.61%
Thyroid receptor binding	-	0.6796	67.96%
Glucocorticoid receptor binding	-	0.6196	61.96%
Aromatase binding	-	0.8013	80.13%
PPAR gamma	-	0.7304	73.04%
Honey bee toxicity	-	0.8759	87.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8359	83.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.33%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.13%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.65%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.41%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.52%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	86.42%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.74%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.14%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.59%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.14%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.36%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10400831
• LOTUS: LTS0267354
• wikiData: Q105370757