(8-chloro-6a,9-dihydroxy-9-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl) acetate

Details

• Internal ID: 1f0d5152-e30b-4407-955f-f85d715a6bec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (8-chloro-6a,9-dihydroxy-9-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl) acetate
• InChI: InChI=1S/C17H21ClO6/c1-7-5-10(23-9(3)19)12-8(2)15(20)24-13(12)14-16(4,21)11(18)6-17(7,14)22/h10-14,21-22H,1-2,5-6H2,3-4H3
• InChI Key: IOZBITZAYUVOTR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁ClO₆
• Molecular Weight: 356.80 g/mol
• Exact Mass: 356.1026661 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9633	96.33%
Caco-2	-	0.6541	65.41%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5128	51.28%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9472	94.72%
P-glycoprotein inhibitior	-	0.7646	76.46%
P-glycoprotein substrate	-	0.7559	75.59%
CYP3A4 substrate	+	0.6532	65.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.7785	77.85%
CYP2C9 inhibition	-	0.7846	78.46%
CYP2C19 inhibition	-	0.7904	79.04%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	-	0.7430	74.30%
CYP2C8 inhibition	-	0.6806	68.06%
CYP inhibitory promiscuity	-	0.8556	85.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8520	85.20%
Carcinogenicity (trinary)	Danger	0.4418	44.18%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.6421	64.21%
Skin corrosion	-	0.8793	87.93%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5338	53.38%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	+	0.6979	69.79%
skin sensitisation	-	0.7759	77.59%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8985	89.85%
Acute Oral Toxicity (c)	III	0.4319	43.19%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	+	0.6073	60.73%
Thyroid receptor binding	+	0.6317	63.17%
Glucocorticoid receptor binding	+	0.7033	70.33%
Aromatase binding	-	0.5105	51.05%
PPAR gamma	+	0.5660	56.60%
Honey bee toxicity	-	0.6243	62.43%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5950	59.50%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.53%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.59%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.35%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.26%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.79%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.76%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.75%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.63%	97.14%
CHEMBL2581	P07339	Cathepsin D	80.73%	98.95%

Plants that contains it

• Artemisia suksdorfii

Cross-Links

• PubChem: 85417361
• LOTUS: LTS0191878
• wikiData: Q105116994