Patulolide C

Details

• Internal ID: 13211aa1-81e7-451e-b1ef-d3a9b20522d8
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (3Z,5S,12R)-5-hydroxy-12-methyl-1-oxacyclododec-3-en-2-one
• InChI: InChI=1S/C12H20O3/c1-10-6-4-2-3-5-7-11(13)8-9-12(14)15-10/h8-11,13H,2-7H2,1H3/b9-8-/t10-,11+/m1/s1
• InChI Key: KANOICQRSIXTJU-XJMUJKMXSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₃
• Molecular Weight: 212.28 g/mol
• Exact Mass: 212.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 103654-47-3
• Epipatulolide C
• (3Z,5S,12R)-5-hydroxy-12-methyl-1-oxacyclododec-3-en-2-one
• Oxacyclododec-3-en-2-one, 5-hydroxy-12-methyl-, (5S-(3E,5R*,12S*))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.8596	85.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5950	59.50%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9606	96.06%
P-glycoprotein inhibitior	-	0.9707	97.07%
P-glycoprotein substrate	-	0.9397	93.97%
CYP3A4 substrate	-	0.5353	53.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.8915	89.15%
CYP2C9 inhibition	-	0.9313	93.13%
CYP2C19 inhibition	-	0.8571	85.71%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.5255	52.55%
CYP2C8 inhibition	-	0.9817	98.17%
CYP inhibitory promiscuity	-	0.9803	98.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6550	65.50%
Eye corrosion	-	0.7662	76.62%
Eye irritation	-	0.8843	88.43%
Skin irritation	+	0.6779	67.79%
Skin corrosion	-	0.8221	82.21%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7016	70.16%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5444	54.44%
skin sensitisation	-	0.5915	59.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5211	52.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6453	64.53%
Acute Oral Toxicity (c)	III	0.5638	56.38%
Estrogen receptor binding	-	0.6690	66.90%
Androgen receptor binding	-	0.8510	85.10%
Thyroid receptor binding	-	0.5857	58.57%
Glucocorticoid receptor binding	+	0.6450	64.50%
Aromatase binding	-	0.8358	83.58%
PPAR gamma	-	0.7079	70.79%
Honey bee toxicity	-	0.9688	96.88%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8646	86.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.55%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.19%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.44%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL3012	Q13946	Phosphodiesterase 7A	87.86%	99.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.54%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.20%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.51%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.96%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.00%	86.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.99%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.94%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.22%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6444127
• LOTUS: LTS0130330
• wikiData: Q105137928