3,5a-Dimethyl-2-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,3a,4,5,6,7,8,9,9a,9b-decahydrobenzo[g][1]benzofuran-9-carbaldehyde

Details

• Internal ID: ef593de0-5fee-48cb-b3b3-1005c62d29c3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 3,5a-dimethyl-2-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,3a,4,5,6,7,8,9,9a,9b-decahydrobenzo[g][1]benzofuran-9-carbaldehyde
• InChI: InChI=1S/C21H32O9/c1-9-11-5-6-21(2)13(4-3-10(7-22)14(21)18(11)30-19(9)27)29-20-17(26)16(25)15(24)12(8-23)28-20/h7,9-18,20,23-26H,3-6,8H2,1-2H3
• InChI Key: HJSYMSKGABCBPS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₉
• Molecular Weight: 428.50 g/mol
• Exact Mass: 428.20463259 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.63
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4643	46.43%
Caco-2	-	0.7906	79.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8494	84.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6885	68.85%
P-glycoprotein inhibitior	-	0.7975	79.75%
P-glycoprotein substrate	-	0.8049	80.49%
CYP3A4 substrate	+	0.6751	67.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.8831	88.31%
CYP2C9 inhibition	-	0.9141	91.41%
CYP2C19 inhibition	-	0.9246	92.46%
CYP2D6 inhibition	-	0.9594	95.94%
CYP1A2 inhibition	-	0.9077	90.77%
CYP2C8 inhibition	-	0.7669	76.69%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6773	67.73%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9837	98.37%
Skin irritation	-	0.6578	65.78%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4027	40.27%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.9468	94.68%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6854	68.54%
Acute Oral Toxicity (c)	I	0.5438	54.38%
Estrogen receptor binding	+	0.7041	70.41%
Androgen receptor binding	-	0.4889	48.89%
Thyroid receptor binding	-	0.5236	52.36%
Glucocorticoid receptor binding	-	0.5073	50.73%
Aromatase binding	+	0.6087	60.87%
PPAR gamma	-	0.4937	49.37%
Honey bee toxicity	-	0.7160	71.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9276	92.76%

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	97.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	92.99%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL1871	P10275	Androgen Receptor	89.68%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.43%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.65%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.04%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.23%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.14%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.91%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.66%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.30%	96.61%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.28%	86.92%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.07%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.68%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.29%	90.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.21%	96.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.48%	97.47%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.47%	96.47%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.36%	96.77%

Plants that contains it

• Sonchus asper

Cross-Links

• PubChem: 15628125
• LOTUS: LTS0034059
• wikiData: Q105029427