4-Hydroxy-10-methyl-3,6-dimethylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2,7-dione

Details

• Internal ID: 508c4519-dad7-4fdc-9fd3-61faa49213d0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-10-methyl-3,6-dimethylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2,7-dione
• SMILES (Canonical): CC1=CC2C(C(CC(=C)C(=O)CC1)O)C(=C)C(=O)O2
• SMILES (Isomeric): CC1=CC2C(C(CC(=C)C(=O)CC1)O)C(=C)C(=O)O2
• InChI: InChI=1S/C15H18O4/c1-8-4-5-11(16)9(2)7-12(17)14-10(3)15(18)19-13(14)6-8/h6,12-14,17H,2-5,7H2,1H3
• InChI Key: VESUKDMAKCGNIQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	-	0.5374	53.74%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5948	59.48%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9398	93.98%
P-glycoprotein inhibitior	-	0.8909	89.09%
P-glycoprotein substrate	-	0.8892	88.92%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.9408	94.08%
CYP2C19 inhibition	-	0.9072	90.72%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	+	0.5079	50.79%
CYP2C8 inhibition	-	0.9113	91.13%
CYP inhibitory promiscuity	-	0.9800	98.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9256	92.56%
Eye irritation	-	0.6350	63.50%
Skin irritation	+	0.5520	55.20%
Skin corrosion	-	0.8914	89.14%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7094	70.94%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.7771	77.71%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6746	67.46%
Acute Oral Toxicity (c)	III	0.4702	47.02%
Estrogen receptor binding	-	0.4868	48.68%
Androgen receptor binding	-	0.5751	57.51%
Thyroid receptor binding	-	0.6637	66.37%
Glucocorticoid receptor binding	+	0.5892	58.92%
Aromatase binding	-	0.8568	85.68%
PPAR gamma	-	0.5471	54.71%
Honey bee toxicity	-	0.8439	84.39%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.40%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.87%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	85.71%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.86%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.73%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.49%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.86%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.14%	94.73%

Plants that contains it

• Cassinia subtropica
• Tanacetum densum
• Tanacetum polycephalum subsp. argyrophyllum

Cross-Links

• PubChem: 162850705
• LOTUS: LTS0091158
• wikiData: Q105284833