[(3aS,6S,6aR,8S,9aR,9bS)-6-(chloromethyl)-6-hydroxy-3,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl] acetate

Details

• Internal ID: 59fb35ec-f70d-46ed-ba88-4a8943d6a8b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(3aS,6S,6aR,8S,9aR,9bS)-6-(chloromethyl)-6-hydroxy-3,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl] acetate
• InChI: InChI=1S/C17H21ClO5/c1-8-11-4-5-17(21,7-18)12-6-13(22-10(3)19)9(2)14(12)15(11)23-16(8)20/h11-15,21H,1-2,4-7H2,3H3/t11-,12+,13-,14-,15-,17+/m0/s1
• InChI Key: AAGASLNRMNLPPK-XCNHXOCXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁ClO₅
• Molecular Weight: 340.80 g/mol
• Exact Mass: 340.1077515 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.5937	59.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6820	68.20%
BSEP inhibitior	-	0.8792	87.92%
P-glycoprotein inhibitior	-	0.7985	79.85%
P-glycoprotein substrate	-	0.6237	62.37%
CYP3A4 substrate	+	0.6805	68.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.5953	59.53%
CYP2C9 inhibition	-	0.7765	77.65%
CYP2C19 inhibition	-	0.7725	77.25%
CYP2D6 inhibition	-	0.9080	90.80%
CYP1A2 inhibition	-	0.7184	71.84%
CYP2C8 inhibition	+	0.5474	54.74%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8844	88.44%
Carcinogenicity (trinary)	Non-required	0.5437	54.37%
Eye corrosion	-	0.9698	96.98%
Eye irritation	-	0.9187	91.87%
Skin irritation	-	0.6422	64.22%
Skin corrosion	-	0.8934	89.34%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4865	48.65%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7060	70.60%
skin sensitisation	-	0.7429	74.29%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8069	80.69%
Acute Oral Toxicity (c)	III	0.5411	54.11%
Estrogen receptor binding	+	0.7265	72.65%
Androgen receptor binding	+	0.6270	62.70%
Thyroid receptor binding	+	0.5928	59.28%
Glucocorticoid receptor binding	+	0.8080	80.80%
Aromatase binding	-	0.6264	62.64%
PPAR gamma	+	0.6462	64.62%
Honey bee toxicity	-	0.7201	72.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9743	97.43%

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	96.57%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	95.81%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.14%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.94%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	87.91%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.40%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.38%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.77%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.20%	92.62%
CHEMBL5957	P21589	5'-nucleotidase	81.39%	97.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.41%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.30%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816966
• LOTUS: LTS0269491
• wikiData: Q104907880