12-Ethenyl-2-hydroxy-5,12-dimethyl-9-methylidene-3,11-dioxatricyclo[6.3.1.02,6]dodec-5-ene-4,10-dione

Details

• Internal ID: 3e5a1744-5ea7-4e20-8f7f-e5daadfadb4d
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 12-ethenyl-2-hydroxy-5,12-dimethyl-9-methylidene-3,11-dioxatricyclo[6.3.1.02,6]dodec-5-ene-4,10-dione
• SMILES (Canonical): CC1=C2CC3C(=C)C(=O)OC(C3(C)C=C)C2(OC1=O)O
• SMILES (Isomeric): CC1=C2CC3C(=C)C(=O)OC(C3(C)C=C)C2(OC1=O)O
• InChI: InChI=1S/C15H16O5/c1-5-14(4)9-6-10-8(3)12(17)20-15(10,18)13(14)19-11(16)7(9)2/h5,9,13,18H,1-2,6H2,3-4H3
• InChI Key: DHPRUYOAVJPBDN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.6491	64.91%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7647	76.47%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.8760	87.60%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9427	94.27%
P-glycoprotein inhibitior	-	0.8813	88.13%
P-glycoprotein substrate	-	0.8638	86.38%
CYP3A4 substrate	+	0.5951	59.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.5887	58.87%
CYP2C9 inhibition	-	0.8425	84.25%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	-	0.8022	80.22%
CYP2C8 inhibition	-	0.8318	83.18%
CYP inhibitory promiscuity	-	0.8748	87.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4613	46.13%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.7100	71.00%
Skin irritation	+	0.4923	49.23%
Skin corrosion	-	0.8401	84.01%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5253	52.53%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7116	71.16%
skin sensitisation	-	0.6916	69.16%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6914	69.14%
Acute Oral Toxicity (c)	III	0.3627	36.27%
Estrogen receptor binding	+	0.5722	57.22%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	-	0.4912	49.12%
Glucocorticoid receptor binding	-	0.6029	60.29%
Aromatase binding	-	0.5860	58.60%
PPAR gamma	+	0.5926	59.26%
Honey bee toxicity	-	0.7235	72.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	94.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.95%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	85.39%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.06%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.83%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.56%	97.09%

Plants that contains it

• Neolitsea aciculata

Cross-Links

• PubChem: 162850264
• LOTUS: LTS0270857
• wikiData: Q104980724