Patulolide B

Details

• Internal ID: b4a1a658-1cb5-45b8-b6aa-b4b2d485762b
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (3Z,12R)-12-methyl-1-oxacyclododec-3-ene-2,5-dione
• SMILES (Canonical): CC1CCCCCCC(=O)C=CC(=O)O1
• SMILES (Isomeric): C[C@@H]1CCCCCCC(=O)/C=C\C(=O)O1
• InChI: InChI=1S/C12H18O3/c1-10-6-4-2-3-5-7-11(13)8-9-12(14)15-10/h8-10H,2-7H2,1H3/b9-8-/t10-/m1/s1
• InChI Key: XETYGXGLGYXEIT-HSTULFTRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 103729-43-7
• (3Z,12R)-12-methyl-1-oxacyclododec-3-ene-2,5-dione
• Oxacyclododec-3-ene-2,5-dione, 12-methyl-, (R-(Z))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.9023	90.23%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5262	52.62%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9525	95.25%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9583	95.83%
P-glycoprotein inhibitior	-	0.9715	97.15%
P-glycoprotein substrate	-	0.9574	95.74%
CYP3A4 substrate	-	0.5944	59.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9230	92.30%
CYP2C9 inhibition	-	0.9301	93.01%
CYP2C19 inhibition	-	0.8609	86.09%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.5752	57.52%
CYP2C8 inhibition	-	0.9782	97.82%
CYP inhibitory promiscuity	-	0.9762	97.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	+	0.5174	51.74%
Eye irritation	+	0.7577	75.77%
Skin irritation	+	0.6528	65.28%
Skin corrosion	-	0.8901	89.01%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5722	57.22%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.6581	65.81%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7299	72.99%
Acute Oral Toxicity (c)	III	0.6298	62.98%
Estrogen receptor binding	-	0.7875	78.75%
Androgen receptor binding	-	0.8282	82.82%
Thyroid receptor binding	-	0.6874	68.74%
Glucocorticoid receptor binding	-	0.6253	62.53%
Aromatase binding	-	0.7885	78.85%
PPAR gamma	-	0.6372	63.72%
Honey bee toxicity	-	0.9628	96.28%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9424	94.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.35%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.65%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.29%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.77%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.24%	86.00%
CHEMBL3012	Q13946	Phosphodiesterase 7A	84.99%	99.29%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.34%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.64%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.63%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.50%	90.71%
CHEMBL1978	P11511	Cytochrome P450 19A1	81.39%	91.76%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6444101
• LOTUS: LTS0159049
• wikiData: Q105326638