(3Z,4S,5R)-3-[10-[(3S)-3,6-dihydro-1,2-dioxin-3-yl]decylidene]-4-hydroxy-5-methyloxolan-2-one

Details

• Internal ID: 8a7dc16d-64e1-4bc1-9268-ab89f7d003c3
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3Z,4S,5R)-3-[10-[(3S)-3,6-dihydro-1,2-dioxin-3-yl]decylidene]-4-hydroxy-5-methyloxolan-2-one
• SMILES (Canonical): CC1C(C(=CCCCCCCCCCC2C=CCOO2)C(=O)O1)O
• SMILES (Isomeric): C[C@@H]1[C@H](/C(=C/CCCCCCCCC[C@H]2C=CCOO2)/C(=O)O1)O
• InChI: InChI=1S/C19H30O5/c1-15-18(20)17(19(21)23-15)13-9-7-5-3-2-4-6-8-11-16-12-10-14-22-24-16/h10,12-13,15-16,18,20H,2-9,11,14H2,1H3/b17-13-/t15-,16+,18-/m1/s1
• InChI Key: DQANUGZSSLNMMY-NVDXDSPHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8988	89.88%
Caco-2	-	0.5414	54.14%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8751	87.51%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6037	60.37%
P-glycoprotein inhibitior	-	0.6858	68.58%
P-glycoprotein substrate	-	0.7621	76.21%
CYP3A4 substrate	+	0.5411	54.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.9588	95.88%
CYP2C9 inhibition	-	0.8876	88.76%
CYP2C19 inhibition	-	0.8469	84.69%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.7679	76.79%
CYP2C8 inhibition	-	0.8602	86.02%
CYP inhibitory promiscuity	-	0.8799	87.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.6197	61.97%
Eye corrosion	-	0.9514	95.14%
Eye irritation	-	0.8428	84.28%
Skin irritation	-	0.7328	73.28%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7712	77.12%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8660	86.60%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6347	63.47%
Acute Oral Toxicity (c)	III	0.6022	60.22%
Estrogen receptor binding	+	0.6269	62.69%
Androgen receptor binding	-	0.6976	69.76%
Thyroid receptor binding	+	0.5572	55.72%
Glucocorticoid receptor binding	+	0.6727	67.27%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5184	51.84%
Honey bee toxicity	-	0.9171	91.71%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5962	59.62%
Fish aquatic toxicity	+	0.7853	78.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.06%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.86%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.26%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.23%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.93%	99.17%

Plants that contains it

• Litsea akoensis

Cross-Links

• PubChem: 162881422
• LOTUS: LTS0187595
• wikiData: Q104986817