(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-methylbut-2-enoate

Details

• Internal ID: 49ee0ae1-6cdc-40e4-9e01-86402fa9309a
• 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-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C(C=C(C3=CC(=O)C(C1O)(O3)C)C)OC(=O)C2=C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2C(C=C(C3=CC(=O)C(C1O)(O3)C)C)OC(=O)C2=C
• InChI: InChI=1S/C20H22O7/c1-6-9(2)18(23)26-16-15-11(4)19(24)25-13(15)7-10(3)12-8-14(21)20(5,27-12)17(16)22/h6-8,13,15-17,22H,4H2,1-3,5H3
• InChI Key: GDZUNXYZSHAMFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.52
• 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	+	0.6284	62.84%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6787	67.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8256	82.56%
OATP1B3 inhibitior	+	0.8579	85.79%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6723	67.23%
P-glycoprotein inhibitior	+	0.6127	61.27%
P-glycoprotein substrate	-	0.7191	71.91%
CYP3A4 substrate	+	0.6488	64.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8999	89.99%
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	-	0.7239	72.39%
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	-	0.8303	83.03%
Skin irritation	-	0.6070	60.70%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3985	39.85%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.6503	65.03%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5731	57.31%
Acute Oral Toxicity (c)	III	0.4168	41.68%
Estrogen receptor binding	+	0.7472	74.72%
Androgen receptor binding	+	0.5596	55.96%
Thyroid receptor binding	+	0.6204	62.04%
Glucocorticoid receptor binding	-	0.4758	47.58%
Aromatase binding	-	0.6575	65.75%
PPAR gamma	+	0.6053	60.53%
Honey bee toxicity	-	0.6489	64.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	96.75%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.72%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.67%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.75%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.57%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	87.01%	94.73%
CHEMBL2581	P07339	Cathepsin D	81.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.11%	96.09%

Plants that contains it

• Bejaranoa balansae
• Calea pilosa
• Conocliniopsis prasiifolia
• Trichogonia villosa

Cross-Links

• PubChem: 74202859
• LOTUS: LTS0223862
• wikiData: Q105007049