(E,13E)-13-[(4S,5R)-4-hydroxy-5-methyl-2-oxooxolan-3-ylidene]tridec-2-enal

Details

• Internal ID: 5f28889a-80fd-42d0-bc5b-1024e59b98ac
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (E,13E)-13-[(4S,5R)-4-hydroxy-5-methyl-2-oxooxolan-3-ylidene]tridec-2-enal
• SMILES (Canonical): CC1C(C(=CCCCCCCCCCC=CC=O)C(=O)O1)O
• SMILES (Isomeric): C[C@@H]1[C@H](/C(=C\CCCCCCCCC/C=C/C=O)/C(=O)O1)O
• InChI: InChI=1S/C18H28O4/c1-15-17(20)16(18(21)22-15)13-11-9-7-5-3-2-4-6-8-10-12-14-19/h10,12-15,17,20H,2-9,11H2,1H3/b12-10+,16-13+/t15-,17-/m1/s1
• InChI Key: AZUPKVUOQZNWFX-MYOGVJFMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₄
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8992	89.92%
Caco-2	+	0.5535	55.35%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8602	86.02%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8123	81.23%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5795	57.95%
P-glycoprotein inhibitior	-	0.6828	68.28%
P-glycoprotein substrate	-	0.8345	83.45%
CYP3A4 substrate	-	0.5066	50.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	-	0.8038	80.38%
CYP2C19 inhibition	-	0.7941	79.41%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.6784	67.84%
CYP2C8 inhibition	-	0.9203	92.03%
CYP inhibitory promiscuity	-	0.8799	87.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8971	89.71%
Carcinogenicity (trinary)	Non-required	0.5538	55.38%
Eye corrosion	-	0.8559	85.59%
Eye irritation	-	0.7870	78.70%
Skin irritation	-	0.5185	51.85%
Skin corrosion	-	0.9034	90.34%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7784	77.84%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6415	64.15%
Acute Oral Toxicity (c)	III	0.6134	61.34%
Estrogen receptor binding	+	0.5601	56.01%
Androgen receptor binding	-	0.5712	57.12%
Thyroid receptor binding	+	0.5663	56.63%
Glucocorticoid receptor binding	+	0.5406	54.06%
Aromatase binding	-	0.6158	61.58%
PPAR gamma	+	0.5263	52.63%
Honey bee toxicity	-	0.9524	95.24%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5737	57.37%
Fish aquatic toxicity	+	0.9319	93.19%

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	92.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.54%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.35%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.36%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.36%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.00%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%

Plants that contains it

• Litsea akoensis

Cross-Links

• PubChem: 162910918
• LOTUS: LTS0057757
• wikiData: Q104921931