3beta-Hydroxyparthenolide

Details

• Internal ID: 670bbc9b-bc82-4411-b5fc-e7aa288c3741
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1S,2R,4R,5S,7E,11S)-5-hydroxy-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one
• InChI: InChI=1S/C15H20O4/c1-8-4-6-10-9(2)14(17)18-12(10)13-15(3,19-13)11(16)7-5-8/h5,10-13,16H,2,4,6-7H2,1,3H3/b8-5+/t10-,11-,12-,13+,15+/m0/s1
• InChI Key: BBXAUSVGMAQCDJ-RCOKYBRUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEBI:144561

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.8260	82.60%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6108	61.08%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9417	94.17%
P-glycoprotein inhibitior	-	0.8960	89.60%
P-glycoprotein substrate	-	0.8258	82.58%
CYP3A4 substrate	+	0.6275	62.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.7995	79.95%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9277	92.77%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	+	0.6010	60.10%
CYP2C8 inhibition	-	0.7181	71.81%
CYP inhibitory promiscuity	-	0.9757	97.57%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5202	52.02%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.8377	83.77%
Skin irritation	-	0.5160	51.60%
Skin corrosion	-	0.8864	88.64%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6015	60.15%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7248	72.48%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6106	61.06%
Acute Oral Toxicity (c)	III	0.4575	45.75%
Estrogen receptor binding	-	0.4943	49.43%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	+	0.5448	54.48%
Glucocorticoid receptor binding	+	0.7008	70.08%
Aromatase binding	-	0.7512	75.12%
PPAR gamma	-	0.5224	52.24%
Honey bee toxicity	-	0.8377	83.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9640	96.40%

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	95.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.41%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.25%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.51%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.02%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.67%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.34%	89.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.17%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.87%	97.25%
CHEMBL1871	P10275	Androgen Receptor	83.74%	96.43%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.41%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	80.92%	94.73%

Plants that contains it

• Schistostephium crataegifolium

Cross-Links

• PubChem: 138911145
• LOTUS: LTS0095975
• wikiData: Q74418298