5,7-Dihydroxy-6,10-dimethyl-3-methylidene-3a,4,5,6,7,8,9,11a-octahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 46ac7044-c451-4d56-b0c4-f99aaa765a11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 5,7-dihydroxy-6,10-dimethyl-3-methylidene-3a,4,5,6,7,8,9,11a-octahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1C(CCC(=CC2C(CC1O)C(=C)C(=O)O2)C)O
• SMILES (Isomeric): CC1C(CCC(=CC2C(CC1O)C(=C)C(=O)O2)C)O
• InChI: InChI=1S/C15H22O4/c1-8-4-5-12(16)10(3)13(17)7-11-9(2)15(18)19-14(11)6-8/h6,10-14,16-17H,2,4-5,7H2,1,3H3
• InChI Key: GLYOYLKOLBGAMF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 4
• 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	+	0.9667	96.67%
Caco-2	+	0.6983	69.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5231	52.31%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.9405	94.05%
P-glycoprotein inhibitior	-	0.9160	91.60%
P-glycoprotein substrate	-	0.8518	85.18%
CYP3A4 substrate	+	0.5645	56.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.6220	62.20%
CYP2C9 inhibition	-	0.9006	90.06%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.5160	51.60%
CYP2C8 inhibition	-	0.8523	85.23%
CYP inhibitory promiscuity	-	0.9025	90.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6092	60.92%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9232	92.32%
Skin irritation	-	0.5465	54.65%
Skin corrosion	-	0.8857	88.57%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7064	70.64%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.7673	76.73%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7521	75.21%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7590	75.90%
Acute Oral Toxicity (c)	II	0.3679	36.79%
Estrogen receptor binding	-	0.6034	60.34%
Androgen receptor binding	+	0.5344	53.44%
Thyroid receptor binding	-	0.6695	66.95%
Glucocorticoid receptor binding	+	0.7048	70.48%
Aromatase binding	-	0.7114	71.14%
PPAR gamma	-	0.7117	71.17%
Honey bee toxicity	-	0.8592	85.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9573	95.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.90%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.69%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.48%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.16%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.36%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.78%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.95%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.46%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.40%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.52%	93.03%
CHEMBL2996	Q05655	Protein kinase C delta	81.36%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.54%	86.33%

Plants that contains it

• Tanacetum balsamita

Cross-Links

• PubChem: 163012676
• LOTUS: LTS0184251
• wikiData: Q105011449