(7-hydroperoxy-9-hydroxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: c2cfaaa2-0221-40eb-b0f8-366efece6268
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (7-hydroperoxy-9-hydroxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=C)C(CC(C(=CC2C1C(=C)C(=O)O2)C)O)OO
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=C)C(CC(C(=CC2C1C(=C)C(=O)O2)C)O)OO
• InChI: InChI=1S/C20H26O7/c1-6-10(2)19(22)25-17-8-12(4)15(27-24)9-14(21)11(3)7-16-18(17)13(5)20(23)26-16/h6-7,14-18,21,24H,4-5,8-9H2,1-3H3
• InChI Key: WLZFLEFYOXJHBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9663	96.63%
Caco-2	-	0.6056	60.56%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6145	61.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8599	85.99%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5718	57.18%
P-glycoprotein inhibitior	-	0.6066	60.66%
P-glycoprotein substrate	-	0.6062	60.62%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.7218	72.18%
CYP2C9 inhibition	-	0.8524	85.24%
CYP2C19 inhibition	-	0.8144	81.44%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.7125	71.25%
CYP2C8 inhibition	-	0.6667	66.67%
CYP inhibitory promiscuity	-	0.9051	90.51%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8825	88.25%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9575	95.75%
Eye irritation	-	0.8808	88.08%
Skin irritation	-	0.6777	67.77%
Skin corrosion	-	0.8985	89.85%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5646	56.46%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7977	79.77%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6630	66.30%
Acute Oral Toxicity (c)	III	0.3831	38.31%
Estrogen receptor binding	+	0.7566	75.66%
Androgen receptor binding	-	0.5725	57.25%
Thyroid receptor binding	+	0.6019	60.19%
Glucocorticoid receptor binding	+	0.7112	71.12%
Aromatase binding	-	0.6202	62.02%
PPAR gamma	-	0.5072	50.72%
Honey bee toxicity	-	0.6106	61.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	96.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.45%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.93%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.78%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	83.57%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.08%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.80%	97.09%

Plants that contains it

• Chamaemelum nobile

Cross-Links

• PubChem: 78410382
• LOTUS: LTS0265221
• wikiData: Q105308370