(5R,7S,8S)-Communiol A

Details

• Internal ID: c4347ad7-0eaa-4f41-8123-ec797cefa78b
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Heterocyclic fatty acids
• IUPAC Name: 4-[(3S,5R)-5-[(1S)-1-hydroxypropyl]oxolan-3-yl]butanoic acid
• SMILES (Canonical): CCC(C1CC(CO1)CCCC(=O)O)O
• SMILES (Isomeric): CC[C@@H]([C@H]1C[C@@H](CO1)CCCC(=O)O)O
• InChI: InChI=1S/C11H20O4/c1-2-9(12)10-6-8(7-15-10)4-3-5-11(13)14/h8-10,12H,2-7H2,1H3,(H,13,14)/t8-,9-,10+/m0/s1
• InChI Key: KOGNSOVIFNEWCD-LPEHRKFASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₄
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9352	93.52%
Caco-2	-	0.5699	56.99%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8110	81.10%
OATP2B1 inhibitior	-	0.8423	84.23%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8959	89.59%
P-glycoprotein inhibitior	-	0.9727	97.27%
P-glycoprotein substrate	-	0.7428	74.28%
CYP3A4 substrate	-	0.5139	51.39%
CYP2C9 substrate	-	0.5759	57.59%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.9293	92.93%
CYP2C9 inhibition	-	0.8615	86.15%
CYP2C19 inhibition	-	0.8709	87.09%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.8391	83.91%
CYP2C8 inhibition	-	0.9166	91.66%
CYP inhibitory promiscuity	-	0.9165	91.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.8828	88.28%
Eye irritation	+	0.6653	66.53%
Skin irritation	-	0.7480	74.80%
Skin corrosion	-	0.7942	79.42%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7708	77.08%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6857	68.57%
skin sensitisation	-	0.9080	90.80%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6036	60.36%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9326	93.26%
Acute Oral Toxicity (c)	III	0.6786	67.86%
Estrogen receptor binding	-	0.6876	68.76%
Androgen receptor binding	-	0.8585	85.85%
Thyroid receptor binding	-	0.6845	68.45%
Glucocorticoid receptor binding	-	0.4877	48.77%
Aromatase binding	-	0.8367	83.67%
PPAR gamma	+	0.5485	54.85%
Honey bee toxicity	-	0.9310	93.10%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.4783	47.83%

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	98.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	91.45%	95.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.82%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.27%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.00%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.61%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.12%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.85%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.28%	97.21%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	81.27%	98.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.71%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.42%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.31%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11615455
• LOTUS: LTS0162413
• wikiData: Q77368420