Methyl 5-acetyloxy-10-(hydroxymethyl)-4-(2-methylbut-2-enoyloxy)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate

Details

• Internal ID: 63a1130a-e1f7-4b9d-b95c-7835e1cc900e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl 5-acetyloxy-10-(hydroxymethyl)-4-(2-methylbut-2-enoyloxy)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C23H28O9/c1-6-12(2)21(26)32-20-18-13(3)22(27)31-17(18)10-15(11-24)8-7-9-16(23(28)29-5)19(20)30-14(4)25/h6,9-10,17-20,24H,3,7-8,11H2,1-2,4-5H3
• InChI Key: XSZRIJMSPWSOAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₉
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.17333247 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	-	0.5184	51.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7450	74.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8335	83.35%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8367	83.67%
P-glycoprotein inhibitior	+	0.7535	75.35%
P-glycoprotein substrate	-	0.5294	52.94%
CYP3A4 substrate	+	0.6468	64.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	-	0.5750	57.50%
CYP2C9 inhibition	-	0.7265	72.65%
CYP2C19 inhibition	-	0.7503	75.03%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.5324	53.24%
CYP2C8 inhibition	+	0.4819	48.19%
CYP inhibitory promiscuity	-	0.7991	79.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9566	95.66%
Eye irritation	-	0.8850	88.50%
Skin irritation	-	0.7032	70.32%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4168	41.68%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5381	53.81%
skin sensitisation	-	0.8398	83.98%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5827	58.27%
Acute Oral Toxicity (c)	III	0.4426	44.26%
Estrogen receptor binding	+	0.5486	54.86%
Androgen receptor binding	-	0.5123	51.23%
Thyroid receptor binding	-	0.5396	53.96%
Glucocorticoid receptor binding	+	0.7270	72.70%
Aromatase binding	-	0.6696	66.96%
PPAR gamma	+	0.6045	60.45%
Honey bee toxicity	-	0.7059	70.59%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8741	87.41%

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	96.93%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.40%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.72%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.66%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.69%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.07%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.10%	94.33%

Plants that contains it

• Melampodium cinereum

Cross-Links

• PubChem: 162946277
• LOTUS: LTS0236925
• wikiData: Q105341405