[(1R,2S,3R,7S,8R)-6-ethenyl-11-methylidene-5,10-dioxo-7-(3-oxoprop-1-en-2-yl)-4,9-dioxatricyclo[6.3.0.03,6]undecan-2-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 0f3cd963-d620-4ef0-bbfa-8292649cdadc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1R,2S,3R,7S,8R)-6-ethenyl-11-methylidene-5,10-dioxo-7-(3-oxoprop-1-en-2-yl)-4,9-dioxatricyclo[6.3.0.03,6]undecan-2-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C(C(C3(C1OC3=O)C=C)C(=C)C=O)OC(=O)C2=C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1[C@H]2[C@@H]([C@H](C3([C@H]1OC3=O)C=C)C(=C)C=O)OC(=O)C2=C
• InChI: InChI=1S/C20H20O7/c1-6-9(3)17(22)26-15-12-11(5)18(23)25-14(12)13(10(4)8-21)20(7-2)16(15)27-19(20)24/h6-8,12-16H,2,4-5H2,1,3H3/b9-6+/t12-,13-,14+,15+,16+,20?/m1/s1
• InChI Key: WYDULPNJVRDGAT-XBPQUHQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	-	0.6097	60.97%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6556	65.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8314	83.14%
OATP1B3 inhibitior	+	0.8920	89.20%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7240	72.40%
P-glycoprotein inhibitior	-	0.4861	48.61%
P-glycoprotein substrate	-	0.6353	63.53%
CYP3A4 substrate	+	0.6190	61.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	+	0.5370	53.70%
CYP2C9 inhibition	-	0.9006	90.06%
CYP2C19 inhibition	-	0.7481	74.81%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.7629	76.29%
CYP2C8 inhibition	-	0.7037	70.37%
CYP inhibitory promiscuity	-	0.6821	68.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.3547	35.47%
Eye corrosion	-	0.9341	93.41%
Eye irritation	-	0.8681	86.81%
Skin irritation	-	0.6223	62.23%
Skin corrosion	-	0.8794	87.94%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4203	42.03%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.5827	58.27%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.9127	91.27%
Acute Oral Toxicity (c)	III	0.5254	52.54%
Estrogen receptor binding	+	0.6490	64.90%
Androgen receptor binding	+	0.6174	61.74%
Thyroid receptor binding	+	0.6556	65.56%
Glucocorticoid receptor binding	-	0.5854	58.54%
Aromatase binding	-	0.5951	59.51%
PPAR gamma	+	0.5700	57.00%
Honey bee toxicity	-	0.6203	62.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9707	97.07%

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	94.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.42%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.55%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.06%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.28%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.01%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.50%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.37%	95.50%

Plants that contains it

• Disynaphia halimifolia

Cross-Links

• PubChem: 163194686
• LOTUS: LTS0118780
• wikiData: Q105322101