(8Z)-7-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.03,5]tetradec-8-en-13-one

Details

• Internal ID: f7a076b6-3929-41f6-a597-13980fdf41b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (8Z)-7-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.03,5]tetradec-8-en-13-one
• InChI: InChI=1S/C15H20O4/c1-8-4-10(16)7-15(3)13(19-15)6-11-9(2)14(17)18-12(11)5-8/h4,10-13,16H,2,5-7H2,1,3H3/b8-4-
• InChI Key: PRFWDFBVAWMKOR-YWEYNIOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	+	0.7778	77.78%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5304	53.04%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9491	94.91%
P-glycoprotein inhibitior	-	0.8770	87.70%
P-glycoprotein substrate	-	0.8149	81.49%
CYP3A4 substrate	+	0.6169	61.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.6685	66.85%
CYP2C9 inhibition	-	0.8752	87.52%
CYP2C19 inhibition	-	0.8725	87.25%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8027	80.27%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4954	49.54%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.8795	87.95%
Skin irritation	+	0.4902	49.02%
Skin corrosion	-	0.8885	88.85%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5191	51.91%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.6928	69.28%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7747	77.47%
Acute Oral Toxicity (c)	III	0.3547	35.47%
Estrogen receptor binding	+	0.7086	70.86%
Androgen receptor binding	+	0.5681	56.81%
Thyroid receptor binding	+	0.6216	62.16%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	-	0.4835	48.35%
PPAR gamma	+	0.5228	52.28%
Honey bee toxicity	-	0.7510	75.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9849	98.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	88.65%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.73%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.62%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.20%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.25%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.22%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.07%	96.61%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.03%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.24%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.37%	86.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.18%	96.00%

Plants that contains it

• Baileya multiradiata

Cross-Links

• PubChem: 5950530
• NPASS: NPC223863