(10-Hydroxy-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl) 2-methylprop-2-enoate

Details

• Internal ID: 2b691a82-923f-438b-98ae-3360d74496fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (10-hydroxy-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl) 2-methylprop-2-enoate
• SMILES (Canonical): CC1=CC2C(C(C(C3(C(=O)C=C1O3)C)O)OC(=O)C(=C)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1=CC2C(C(C(C3(C(=O)C=C1O3)C)O)OC(=O)C(=C)C)C(=C)C(=O)O2
• InChI: InChI=1S/C19H20O7/c1-8(2)17(22)25-15-14-10(4)18(23)24-12(14)6-9(3)11-7-13(20)19(5,26-11)16(15)21/h6-7,12,14-16,21H,1,4H2,2-3,5H3
• InChI Key: JZTMCIZAHSKJKM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 7
• 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	+	0.9779	97.79%
Caco-2	-	0.5261	52.61%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6787	67.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.8579	85.79%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8627	86.27%
P-glycoprotein inhibitior	-	0.5430	54.30%
P-glycoprotein substrate	-	0.6537	65.37%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8908	89.08%
CYP3A4 inhibition	-	0.6578	65.78%
CYP2C9 inhibition	-	0.8970	89.70%
CYP2C19 inhibition	-	0.9004	90.04%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.7674	76.74%
CYP2C8 inhibition	-	0.6991	69.91%
CYP inhibitory promiscuity	-	0.8830	88.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Danger	0.4979	49.79%
Eye corrosion	-	0.9393	93.93%
Eye irritation	-	0.7709	77.09%
Skin irritation	-	0.6070	60.70%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5411	54.11%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5460	54.60%
skin sensitisation	-	0.6503	65.03%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6096	60.96%
Acute Oral Toxicity (c)	III	0.4168	41.68%
Estrogen receptor binding	+	0.7095	70.95%
Androgen receptor binding	+	0.5563	55.63%
Thyroid receptor binding	+	0.6138	61.38%
Glucocorticoid receptor binding	-	0.5523	55.23%
Aromatase binding	-	0.6612	66.12%
PPAR gamma	+	0.6719	67.19%
Honey bee toxicity	-	0.6958	69.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9377	93.77%

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	96.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.81%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.04%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.65%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	88.48%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	86.07%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	85.42%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.76%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.57%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.04%	90.17%

Plants that contains it

• Calea pilosa

Cross-Links

• PubChem: 162980517
• LOTUS: LTS0203510
• wikiData: Q105137577