Cylindrolactone A

Details

• Internal ID: 4621c1e4-542f-44a4-b74b-11363ba86a62
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 2-hydroxy-3-[(5S,10S)-10-methyl-2,7-dioxooxecan-5-yl]propanoic acid
• SMILES (Canonical): CC1CCC(=O)CC(CCC(=O)O1)CC(C(=O)O)O
• SMILES (Isomeric): C[C@H]1CCC(=O)C[C@@H](CCC(=O)O1)CC(C(=O)O)O
• InChI: InChI=1S/C13H20O6/c1-8-2-4-10(14)6-9(3-5-12(16)19-8)7-11(15)13(17)18/h8-9,11,15H,2-7H2,1H3,(H,17,18)/t8-,9+,11?/m0/s1
• InChI Key: KNSWCEPBKIEVGH-VUHGHZMFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₆
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.12598835 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8196	81.96%
Caco-2	-	0.6063	60.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7873	78.73%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.8924	89.24%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8937	89.37%
P-glycoprotein inhibitior	-	0.9575	95.75%
P-glycoprotein substrate	-	0.8120	81.20%
CYP3A4 substrate	-	0.5647	56.47%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.8200	82.00%
CYP2C9 inhibition	-	0.9354	93.54%
CYP2C19 inhibition	-	0.8653	86.53%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.7213	72.13%
CYP2C8 inhibition	-	0.9347	93.47%
CYP inhibitory promiscuity	-	0.9941	99.41%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7438	74.38%
Eye corrosion	-	0.9527	95.27%
Eye irritation	-	0.7581	75.81%
Skin irritation	-	0.6352	63.52%
Skin corrosion	-	0.8788	87.88%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5680	56.80%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5944	59.44%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5249	52.49%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8170	81.70%
Acute Oral Toxicity (c)	III	0.5870	58.70%
Estrogen receptor binding	-	0.4762	47.62%
Androgen receptor binding	-	0.5476	54.76%
Thyroid receptor binding	-	0.6590	65.90%
Glucocorticoid receptor binding	-	0.6143	61.43%
Aromatase binding	-	0.8203	82.03%
PPAR gamma	-	0.6672	66.72%
Honey bee toxicity	-	0.9617	96.17%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8423	84.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.48%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.36%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.53%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.24%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.89%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.65%	93.04%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.85%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.70%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.80%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.06%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684067
• LOTUS: LTS0060881
• wikiData: Q105143562