9-hydroperoxy-4-hydroxy-6-methyl-3,10-dimethylidene-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one

Details

• Internal ID: b57055aa-3bab-44dc-b840-1c52109d7e31
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9-hydroperoxy-4-hydroxy-6-methyl-3,10-dimethylidene-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CC(C2C(CC(=C)C(CC1)OO)OC(=O)C2=C)O
• SMILES (Isomeric): CC1=CC(C2C(CC(=C)C(CC1)OO)OC(=O)C2=C)O
• InChI: InChI=1S/C15H20O5/c1-8-4-5-12(20-18)9(2)7-13-14(11(16)6-8)10(3)15(17)19-13/h6,11-14,16,18H,2-5,7H2,1H3
• InChI Key: SUOIJKKBQZQUME-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): 76.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9735	97.35%
Caco-2	+	0.5702	57.02%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5605	56.05%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.9190	91.90%
P-glycoprotein inhibitior	-	0.8618	86.18%
P-glycoprotein substrate	-	0.9026	90.26%
CYP3A4 substrate	+	0.5649	56.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	-	0.8158	81.58%
CYP2C9 inhibition	-	0.8268	82.68%
CYP2C19 inhibition	-	0.7168	71.68%
CYP2D6 inhibition	-	0.8991	89.91%
CYP1A2 inhibition	+	0.5894	58.94%
CYP2C8 inhibition	-	0.7398	73.98%
CYP inhibitory promiscuity	-	0.8178	81.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5887	58.87%
Eye corrosion	-	0.9555	95.55%
Eye irritation	-	0.6284	62.84%
Skin irritation	-	0.6582	65.82%
Skin corrosion	-	0.8921	89.21%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6501	65.01%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7065	70.65%
skin sensitisation	-	0.7843	78.43%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7448	74.48%
Acute Oral Toxicity (c)	III	0.4050	40.50%
Estrogen receptor binding	-	0.4932	49.32%
Androgen receptor binding	+	0.5208	52.08%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7037	70.37%
Aromatase binding	-	0.6603	66.03%
PPAR gamma	-	0.4860	48.60%
Honey bee toxicity	-	0.7918	79.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	94.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.44%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.64%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.26%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.51%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.63%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.98%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.43%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.04%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.33%	93.03%

Plants that contains it

• Cassinia subtropica
• Mikania goyazensis
• Schistostephium crataegifolium
• Tanacetum densum
• Ursinia abrotanifolia

Cross-Links

• PubChem: 163094762
• LOTUS: LTS0046667
• wikiData: Q105261208