[7,8,9-Trihydroxy-9-(hydroxymethyl)-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate

Details

• Internal ID: 1f243d86-f13e-45c3-b79c-98a8ab93ac5f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [7,8,9-trihydroxy-9-(hydroxymethyl)-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H24O8/c1-7(2)17(23)26-10-5-8(3)11-13(15-12(10)9(4)18(24)27-15)19(25,6-20)16(22)14(11)21/h10-16,20-22,25H,1,3-6H2,2H3
• InChI Key: SNPQIQMXBRNASW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₈
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.14711772 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.78
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7849	78.49%
Caco-2	-	0.8558	85.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5842	58.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9192	91.92%
P-glycoprotein inhibitior	-	0.8079	80.79%
P-glycoprotein substrate	-	0.6142	61.42%
CYP3A4 substrate	+	0.6419	64.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.9043	90.43%
CYP2C9 inhibition	-	0.8362	83.62%
CYP2C19 inhibition	-	0.8603	86.03%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.8532	85.32%
CYP2C8 inhibition	-	0.7498	74.98%
CYP inhibitory promiscuity	-	0.9170	91.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6633	66.33%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.8589	85.89%
Skin irritation	-	0.7127	71.27%
Skin corrosion	-	0.9124	91.24%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5417	54.17%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8325	83.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.9213	92.13%
Acute Oral Toxicity (c)	III	0.4422	44.22%
Estrogen receptor binding	+	0.6704	67.04%
Androgen receptor binding	+	0.5629	56.29%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6687	66.87%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5461	54.61%
Honey bee toxicity	-	0.6386	63.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.7317	73.17%

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	97.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.55%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	94.44%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.13%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	92.04%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	91.14%	90.17%
CHEMBL2581	P07339	Cathepsin D	90.76%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.39%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	85.34%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.11%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.31%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.18%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.12%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162911082
• LOTUS: LTS0202248
• wikiData: Q105256615