5,8-dihydroxy-6,10-dimethyl-3-methylidene-5,8,9,11a-tetrahydro-3aH-cyclodeca[b]furan-2,4-dione

Details

• Internal ID: abb30429-b7dc-48cc-8620-3e17ea886dea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 5,8-dihydroxy-6,10-dimethyl-3-methylidene-5,8,9,11a-tetrahydro-3aH-cyclodeca[b]furan-2,4-dione
• SMILES (Canonical): CC1=CC2C(C(=C)C(=O)O2)C(=O)C(C(=CC(C1)O)C)O
• SMILES (Isomeric): CC1=CC2C(C(=C)C(=O)O2)C(=O)C(C(=CC(C1)O)C)O
• InChI: InChI=1S/C15H18O5/c1-7-4-10(16)6-8(2)13(17)14(18)12-9(3)15(19)20-11(12)5-7/h5-6,10-13,16-17H,3-4H2,1-2H3
• InChI Key: NJTZIALRXIINKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	-	0.5461	54.61%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5341	53.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8808	88.08%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9435	94.35%
P-glycoprotein inhibitior	-	0.8556	85.56%
P-glycoprotein substrate	-	0.8983	89.83%
CYP3A4 substrate	+	0.5210	52.10%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.8499	84.99%
CYP2C9 inhibition	-	0.9108	91.08%
CYP2C19 inhibition	-	0.8943	89.43%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.7942	79.42%
CYP2C8 inhibition	-	0.8651	86.51%
CYP inhibitory promiscuity	-	0.9508	95.08%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4504	45.04%
Eye corrosion	-	0.9505	95.05%
Eye irritation	-	0.8121	81.21%
Skin irritation	-	0.5528	55.28%
Skin corrosion	-	0.8606	86.06%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8333	83.33%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.6945	69.45%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6472	64.72%
Acute Oral Toxicity (c)	III	0.3338	33.38%
Estrogen receptor binding	+	0.6719	67.19%
Androgen receptor binding	-	0.5418	54.18%
Thyroid receptor binding	-	0.5762	57.62%
Glucocorticoid receptor binding	+	0.6698	66.98%
Aromatase binding	-	0.5970	59.70%
PPAR gamma	-	0.6425	64.25%
Honey bee toxicity	-	0.8509	85.09%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9077	90.77%

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	90.29%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.34%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.23%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.52%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.14%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.36%	93.65%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.18%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.01%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.92%	86.33%

Plants that contains it

• Tanacetum vulgare

Cross-Links

• PubChem: 162930746
• LOTUS: LTS0240036
• wikiData: Q105180317