(3,6,9-Trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) 2-methylprop-2-enoate

Details

• Internal ID: 6cc01818-1d4b-48ea-8b9d-43b6e4dadb4b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) 2-methylprop-2-enoate
• InChI: InChI=1S/C19H22O4/c1-9(2)18(20)22-14-8-11(4)13-7-6-10(3)15(13)17-16(14)12(5)19(21)23-17/h13-17H,1,3-8H2,2H3
• InChI Key: CGGOVQNIIKDZDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	-	0.5319	53.19%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6729	67.29%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8181	81.81%
P-glycoprotein inhibitior	-	0.7647	76.47%
P-glycoprotein substrate	-	0.7727	77.27%
CYP3A4 substrate	+	0.6264	62.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.8262	82.62%
CYP2C9 inhibition	-	0.8706	87.06%
CYP2C19 inhibition	-	0.7166	71.66%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.5182	51.82%
CYP2C8 inhibition	-	0.7897	78.97%
CYP inhibitory promiscuity	-	0.8396	83.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9368	93.68%
Carcinogenicity (trinary)	Non-required	0.6289	62.89%
Eye corrosion	-	0.8044	80.44%
Eye irritation	-	0.5331	53.31%
Skin irritation	-	0.6847	68.47%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5552	55.52%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7065	70.65%
skin sensitisation	-	0.7198	71.98%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6922	69.22%
Acute Oral Toxicity (c)	III	0.4441	44.41%
Estrogen receptor binding	+	0.5508	55.08%
Androgen receptor binding	+	0.5634	56.34%
Thyroid receptor binding	+	0.5213	52.13%
Glucocorticoid receptor binding	+	0.6463	64.63%
Aromatase binding	-	0.6235	62.35%
PPAR gamma	+	0.6491	64.91%
Honey bee toxicity	-	0.7415	74.15%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	95.22%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.71%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.45%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.73%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.51%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.68%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.82%	95.89%

Plants that contains it

• Cheirolophus canariensis

Cross-Links

• PubChem: 162950165
• LOTUS: LTS0144663
• wikiData: Q104957649