7,10-Dihydroxy-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one

Details

• Internal ID: e1eab52d-c1a1-48d3-8762-035a5e4cbfef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 7,10-dihydroxy-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one
• SMILES (Canonical): CC1=CC(C2C(C3C(O3)(CCC1O)C)OC(=O)C2=C)O
• SMILES (Isomeric): CC1=CC(C2C(C3C(O3)(CCC1O)C)OC(=O)C2=C)O
• InChI: InChI=1S/C15H20O5/c1-7-6-10(17)11-8(2)14(18)19-12(11)13-15(3,20-13)5-4-9(7)16/h6,9-13,16-17H,2,4-5H2,1,3H3
• InChI Key: VCICUUFWEROIJF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.5330	53.30%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5517	55.17%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9350	93.50%
P-glycoprotein inhibitior	-	0.8925	89.25%
P-glycoprotein substrate	-	0.8812	88.12%
CYP3A4 substrate	+	0.5874	58.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.6810	68.10%
CYP2C9 inhibition	-	0.8676	86.76%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.5208	52.08%
CYP2C8 inhibition	-	0.8749	87.49%
CYP inhibitory promiscuity	-	0.9538	95.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4535	45.35%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.5147	51.47%
Skin corrosion	-	0.8078	80.78%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7480	74.80%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6837	68.37%
skin sensitisation	-	0.7290	72.90%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7321	73.21%
Acute Oral Toxicity (c)	III	0.4155	41.55%
Estrogen receptor binding	+	0.6837	68.37%
Androgen receptor binding	-	0.5646	56.46%
Thyroid receptor binding	+	0.5400	54.00%
Glucocorticoid receptor binding	+	0.5672	56.72%
Aromatase binding	-	0.7024	70.24%
PPAR gamma	+	0.5486	54.86%
Honey bee toxicity	-	0.7521	75.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8839	88.39%

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	93.69%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.49%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.70%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.77%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.85%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.10%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.30%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.42%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.37%	95.89%

Plants that contains it

• Tanacetum densum

Cross-Links

• PubChem: 163003456
• LOTUS: LTS0041179
• wikiData: Q105283714