(8-Chloro-6a,9-dihydroxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) acetate

Details

• Internal ID: 83250913-6ea4-4950-82b5-6a80bab79296
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (8-chloro-6a,9-dihydroxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,7,8,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) acetate
• SMILES (Canonical): CC1=CC(C2C(C3C1(CC(C3(C)O)Cl)O)OC(=O)C2=C)OC(=O)C
• SMILES (Isomeric): CC1=CC(C2C(C3C1(CC(C3(C)O)Cl)O)OC(=O)C2=C)OC(=O)C
• 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/h5,10-14,21-22H,2,6H2,1,3-4H3
• InChI Key: JZWJJIYMBXLZAI-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: 0.50
• 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	+	0.9679	96.79%
Caco-2	-	0.6377	63.77%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4504	45.04%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.8976	89.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9265	92.65%
P-glycoprotein inhibitior	-	0.8148	81.48%
P-glycoprotein substrate	-	0.7309	73.09%
CYP3A4 substrate	+	0.6594	65.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.7605	76.05%
CYP2C9 inhibition	-	0.7920	79.20%
CYP2C19 inhibition	-	0.7995	79.95%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.7463	74.63%
CYP2C8 inhibition	-	0.6532	65.32%
CYP inhibitory promiscuity	-	0.8428	84.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8520	85.20%
Carcinogenicity (trinary)	Danger	0.4533	45.33%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.6316	63.16%
Skin corrosion	-	0.8765	87.65%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6363	63.63%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	+	0.7020	70.20%
skin sensitisation	-	0.7678	76.78%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7633	76.33%
Acute Oral Toxicity (c)	III	0.4545	45.45%
Estrogen receptor binding	+	0.7733	77.33%
Androgen receptor binding	+	0.5331	53.31%
Thyroid receptor binding	+	0.6331	63.31%
Glucocorticoid receptor binding	+	0.6455	64.55%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6104	61.04%
Honey bee toxicity	-	0.7108	71.08%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5450	54.50%
Fish aquatic toxicity	+	0.9800	98.00%

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	97.36%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.38%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.66%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.56%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.53%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.31%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.89%	97.14%

Plants that contains it

• Artemisia suksdorfii

Cross-Links

• PubChem: 72802195
• LOTUS: LTS0242090
• wikiData: Q105137678