(7-Hydroxy-3,9-dimethyl-6-methylidene-2-oxo-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) acetate

Details

• Internal ID: 721dc838-4f3d-475f-bb06-8cc77b641f14
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (7-hydroxy-3,9-dimethyl-6-methylidene-2-oxo-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) acetate
• InChI: InChI=1S/C17H22O5/c1-7-5-11(19)13-8(2)6-12(21-10(4)18)15-9(3)17(20)22-16(15)14(7)13/h5,9,11-16,19H,2,6H2,1,3-4H3
• InChI Key: BQUVRDVKRPQXAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	-	0.5732	57.32%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5838	58.38%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9095	90.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9292	92.92%
P-glycoprotein inhibitior	-	0.7845	78.45%
P-glycoprotein substrate	-	0.7378	73.78%
CYP3A4 substrate	+	0.5830	58.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.6561	65.61%
CYP2C9 inhibition	-	0.8412	84.12%
CYP2C19 inhibition	-	0.7973	79.73%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.6934	69.34%
CYP2C8 inhibition	-	0.8817	88.17%
CYP inhibitory promiscuity	-	0.8441	84.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9468	94.68%
Carcinogenicity (trinary)	Non-required	0.4678	46.78%
Eye corrosion	-	0.9420	94.20%
Eye irritation	-	0.8127	81.27%
Skin irritation	-	0.6453	64.53%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.5628	56.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5333	53.33%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6941	69.41%
skin sensitisation	-	0.7225	72.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7363	73.63%
Acute Oral Toxicity (c)	II	0.5679	56.79%
Estrogen receptor binding	-	0.5314	53.14%
Androgen receptor binding	-	0.5588	55.88%
Thyroid receptor binding	-	0.5396	53.96%
Glucocorticoid receptor binding	-	0.7179	71.79%
Aromatase binding	-	0.7446	74.46%
PPAR gamma	-	0.7746	77.46%
Honey bee toxicity	-	0.7244	72.44%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9303	93.03%

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	92.17%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.21%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.49%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.26%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.50%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.67%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.65%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.17%	95.89%

Plants that contains it

• Artemisia arborescens

Cross-Links

• PubChem: 162969092
• LOTUS: LTS0009247
• wikiData: Q104944584