(3E,4R,5R)-3-[(Z)-dodec-9-en-11-ynylidene]-4-hydroxy-5-methyloxolan-2-one

Details

• Internal ID: 15124d90-5ff7-4759-8c54-9e2d08960260
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3E,4R,5R)-3-[(Z)-dodec-9-en-11-ynylidene]-4-hydroxy-5-methyloxolan-2-one
• SMILES (Canonical): CC1C(C(=CCCCCCCCC=CC#C)C(=O)O1)O
• SMILES (Isomeric): C[C@@H]1[C@@H](/C(=C\CCCCCCC/C=C\C#C)/C(=O)O1)O
• InChI: InChI=1S/C17H24O3/c1-3-4-5-6-7-8-9-10-11-12-13-15-16(18)14(2)20-17(15)19/h1,4-5,13-14,16,18H,6-12H2,2H3/b5-4-,15-13+/t14-,16+/m1/s1
• InChI Key: DWAMNBGASIBTHN-XFYYWGOESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9626	96.26%
Caco-2	+	0.5406	54.06%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7564	75.64%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6068	60.68%
P-glycoprotein inhibitior	-	0.8671	86.71%
P-glycoprotein substrate	-	0.8825	88.25%
CYP3A4 substrate	+	0.5053	50.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.8617	86.17%
CYP2C9 inhibition	-	0.7860	78.60%
CYP2C19 inhibition	-	0.6803	68.03%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.6130	61.30%
CYP2C8 inhibition	-	0.8850	88.50%
CYP inhibitory promiscuity	-	0.6399	63.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.4893	48.93%
Eye corrosion	-	0.7873	78.73%
Eye irritation	-	0.9560	95.60%
Skin irritation	-	0.5380	53.80%
Skin corrosion	-	0.8664	86.64%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4716	47.16%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	-	0.7358	73.58%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	III	0.5804	58.04%
Estrogen receptor binding	+	0.8357	83.57%
Androgen receptor binding	-	0.6321	63.21%
Thyroid receptor binding	-	0.4895	48.95%
Glucocorticoid receptor binding	+	0.7275	72.75%
Aromatase binding	+	0.6040	60.40%
PPAR gamma	+	0.6395	63.95%
Honey bee toxicity	-	0.9397	93.97%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6624	66.24%
Fish aquatic toxicity	+	0.9040	90.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.18%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.89%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.08%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.21%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	84.68%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%

Plants that contains it

• Hortonia floribunda

Cross-Links

• PubChem: 162945394
• LOTUS: LTS0130987
• wikiData: Q104990450