8-Ethenyl-9-hydroxy-3-methylidene-11-prop-1-en-2-yl-5,10-dioxatricyclo[6.2.1.02,6]undecan-4-one

Details

• Internal ID: 065d7fd8-67a1-4f74-823c-ed302b74a0fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 8-ethenyl-9-hydroxy-3-methylidene-11-prop-1-en-2-yl-5,10-dioxatricyclo[6.2.1.02,6]undecan-4-one
• SMILES (Canonical): CC(=C)C1C2C3C(CC1(C(O2)O)C=C)OC(=O)C3=C
• SMILES (Isomeric): CC(=C)C1C2C3C(CC1(C(O2)O)C=C)OC(=O)C3=C
• InChI: InChI=1S/C15H18O4/c1-5-15-6-9-10(8(4)13(16)18-9)12(19-14(15)17)11(15)7(2)3/h5,9-12,14,17H,1-2,4,6H2,3H3
• InChI Key: MZDXESUCKAIEEF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	-	0.6884	68.84%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6623	66.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.9269	92.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9580	95.80%
P-glycoprotein inhibitior	-	0.8853	88.53%
P-glycoprotein substrate	-	0.8467	84.67%
CYP3A4 substrate	+	0.5281	52.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.7595	75.95%
CYP2C9 inhibition	-	0.8798	87.98%
CYP2C19 inhibition	-	0.8342	83.42%
CYP2D6 inhibition	-	0.9622	96.22%
CYP1A2 inhibition	-	0.7840	78.40%
CYP2C8 inhibition	-	0.8883	88.83%
CYP inhibitory promiscuity	-	0.9039	90.39%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9525	95.25%
Carcinogenicity (trinary)	Non-required	0.4399	43.99%
Eye corrosion	-	0.9548	95.48%
Eye irritation	-	0.8169	81.69%
Skin irritation	-	0.5403	54.03%
Skin corrosion	-	0.8197	81.97%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7238	72.38%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.7369	73.69%
skin sensitisation	-	0.5990	59.90%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8274	82.74%
Acute Oral Toxicity (c)	III	0.3965	39.65%
Estrogen receptor binding	+	0.5545	55.45%
Androgen receptor binding	+	0.5980	59.80%
Thyroid receptor binding	+	0.5967	59.67%
Glucocorticoid receptor binding	-	0.5345	53.45%
Aromatase binding	-	0.6990	69.90%
PPAR gamma	+	0.6123	61.23%
Honey bee toxicity	-	0.7079	70.79%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8976	89.76%

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	97.63%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.80%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.71%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.21%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.10%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.44%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	86.61%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.27%	100.00%

Plants that contains it

• Schkuhria schkuhrioides

Cross-Links

• PubChem: 13858227
• LOTUS: LTS0020365
• wikiData: Q105175396