(8-Hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 3-hydroxy-2-methylpropanoate

Details

• Internal ID: e9ca98e2-f8bc-4216-82b4-7352c39afe25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (8-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 3-hydroxy-2-methylpropanoate
• InChI: InChI=1S/C19H26O6/c1-10-5-14(21)6-11(2)8-16-17(13(4)19(23)25-16)15(7-10)24-18(22)12(3)9-20/h5,8,12,14-17,20-21H,4,6-7,9H2,1-3H3
• InChI Key: WWDKLIYLABOJLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 6
• 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	+	0.9618	96.18%
Caco-2	+	0.7110	71.10%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6112	61.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7962	79.62%
P-glycoprotein inhibitior	-	0.5737	57.37%
P-glycoprotein substrate	-	0.7739	77.39%
CYP3A4 substrate	+	0.5805	58.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.5505	55.05%
CYP2C9 inhibition	-	0.8475	84.75%
CYP2C19 inhibition	-	0.8584	85.84%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.6446	64.46%
CYP2C8 inhibition	-	0.8409	84.09%
CYP inhibitory promiscuity	-	0.8647	86.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6200	62.00%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.8378	83.78%
Skin irritation	-	0.6571	65.71%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4256	42.56%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5540	55.40%
Acute Oral Toxicity (c)	III	0.4655	46.55%
Estrogen receptor binding	+	0.5303	53.03%
Androgen receptor binding	+	0.5513	55.13%
Thyroid receptor binding	-	0.6017	60.17%
Glucocorticoid receptor binding	+	0.5528	55.28%
Aromatase binding	-	0.6262	62.62%
PPAR gamma	-	0.5424	54.24%
Honey bee toxicity	-	0.7935	79.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9376	93.76%

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	99.10%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	91.05%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.60%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.87%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	81.41%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.13%	97.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.70%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.44%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.06%	95.89%

Plants that contains it

• Helianthus hirsutus

Cross-Links

• PubChem: 162982631
• LOTUS: LTS0212971
• wikiData: Q105313941