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

Details

• Internal ID: 2a2447e4-e9ce-4776-86e1-036c503041c9
• 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-5-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2C(C3C(C1=C)CCC3=C)OC(=O)C2=C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC2C(C3C(C1=C)CCC3=C)OC(=O)C2=C
• InChI: InChI=1S/C20H24O4/c1-6-10(2)19(21)23-16-9-15-13(5)20(22)24-18(15)17-11(3)7-8-14(17)12(16)4/h6,14-18H,3-5,7-9H2,1-2H3
• InChI Key: RNGMETUDLBUWQM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.50
• 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	+	0.9873	98.73%
Caco-2	+	0.6452	64.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6846	68.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6529	65.29%
P-glycoprotein inhibitior	-	0.6683	66.83%
P-glycoprotein substrate	-	0.7186	71.86%
CYP3A4 substrate	+	0.6066	60.66%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.8158	81.58%
CYP2C9 inhibition	-	0.8963	89.63%
CYP2C19 inhibition	-	0.7705	77.05%
CYP2D6 inhibition	-	0.9129	91.29%
CYP1A2 inhibition	-	0.5495	54.95%
CYP2C8 inhibition	-	0.6441	64.41%
CYP inhibitory promiscuity	-	0.8322	83.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9268	92.68%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.8872	88.72%
Eye irritation	-	0.8106	81.06%
Skin irritation	-	0.7250	72.50%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4352	43.52%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.5940	59.40%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6975	69.75%
Acute Oral Toxicity (c)	III	0.5204	52.04%
Estrogen receptor binding	-	0.5415	54.15%
Androgen receptor binding	+	0.6003	60.03%
Thyroid receptor binding	+	0.5449	54.49%
Glucocorticoid receptor binding	+	0.5908	59.08%
Aromatase binding	-	0.5924	59.24%
PPAR gamma	+	0.5565	55.65%
Honey bee toxicity	-	0.6220	62.20%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9552	95.52%

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	95.42%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.80%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.51%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.52%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.38%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.61%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.27%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.89%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.23%	86.33%

Plants that contains it

• Zinnia elegans

Cross-Links

• PubChem: 162890982
• LOTUS: LTS0039694
• wikiData: Q105241313