3alpha-Acetoxymaoesin A

Details

• Internal ID: 1ca05e00-119b-4c36-bbd1-11774ce9f471
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,4S,6R,9R,10R,11R,13R,16S,17S)-11-acetyloxy-8-hydroxy-17-(hydroxymethyl)-10-methyl-3-methylidene-2,15-dioxo-7,14-dioxapentacyclo[7.6.2.11,4.06,16.013,17]octadecan-10-yl]methyl acetate
• InChI: InChI=1S/C24H30O10/c1-10-13-5-14-17-23(7-13,19(10)28)21(30)34-16-6-15(32-12(3)27)22(4,9-31-11(2)26)18(20(29)33-14)24(16,17)8-25/h13-18,20,25,29H,1,5-9H2,2-4H3/t13-,14-,15-,16-,17-,18-,20?,22-,23+,24+/m1/s1
• InChI Key: WSLLKHLHBNYZFR-UVAFYJSGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₁₀
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.18389715 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL1641892

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8857	88.57%
Caco-2	-	0.7590	75.90%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7007	70.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8267	82.67%
OATP1B3 inhibitior	+	0.9134	91.34%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6267	62.67%
P-glycoprotein inhibitior	-	0.4453	44.53%
P-glycoprotein substrate	-	0.5839	58.39%
CYP3A4 substrate	+	0.6919	69.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.7115	71.15%
CYP2C9 inhibition	-	0.8924	89.24%
CYP2C19 inhibition	-	0.8705	87.05%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.8035	80.35%
CYP2C8 inhibition	+	0.5184	51.84%
CYP inhibitory promiscuity	-	0.8678	86.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8938	89.38%
Skin irritation	-	0.5842	58.42%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5105	51.05%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5537	55.37%
skin sensitisation	-	0.8495	84.95%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8484	84.84%
Acute Oral Toxicity (c)	I	0.5436	54.36%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	+	0.6862	68.62%
Thyroid receptor binding	-	0.5249	52.49%
Glucocorticoid receptor binding	+	0.6910	69.10%
Aromatase binding	+	0.6671	66.71%
PPAR gamma	+	0.6568	65.68%
Honey bee toxicity	-	0.7042	70.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9907	99.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.70%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.62%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.70%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.82%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.51%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.44%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.17%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.81%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.73%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.55%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.30%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.12%	91.07%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 53319173
• LOTUS: LTS0123993
• wikiData: Q105311939