(8a-hydroxy-1,5,8-trimethylidene-2-oxo-4,5a,6,7,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-7-yl) propanoate

Details

• Internal ID: f1c69dd2-f35e-42fc-80f0-5ab454516db4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (8a-hydroxy-1,5,8-trimethylidene-2-oxo-4,5a,6,7,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-7-yl) propanoate
• InChI: InChI=1S/C18H22O5/c1-5-16(19)22-14-7-13-9(2)6-15-12(10(3)17(20)23-15)8-18(13,21)11(14)4/h12-15,21H,2-8H2,1H3
• InChI Key: PKSIZINMGNWSOJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.06
• 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	+	0.9857	98.57%
Caco-2	-	0.7526	75.26%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6369	63.69%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8897	88.97%
P-glycoprotein inhibitior	-	0.7857	78.57%
P-glycoprotein substrate	-	0.6236	62.36%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8958	89.58%
CYP3A4 inhibition	-	0.7230	72.30%
CYP2C9 inhibition	-	0.7885	78.85%
CYP2C19 inhibition	-	0.7268	72.68%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.8275	82.75%
CYP2C8 inhibition	-	0.6483	64.83%
CYP inhibitory promiscuity	-	0.8866	88.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9325	93.25%
Carcinogenicity (trinary)	Non-required	0.5530	55.30%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.6707	67.07%
Skin irritation	-	0.6230	62.30%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6272	62.72%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6324	63.24%
skin sensitisation	-	0.7344	73.44%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5628	56.28%
Acute Oral Toxicity (c)	III	0.3931	39.31%
Estrogen receptor binding	+	0.6512	65.12%
Androgen receptor binding	+	0.5709	57.09%
Thyroid receptor binding	+	0.5215	52.15%
Glucocorticoid receptor binding	+	0.8109	81.09%
Aromatase binding	+	0.5295	52.95%
PPAR gamma	+	0.5989	59.89%
Honey bee toxicity	-	0.7310	73.10%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9792	97.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.99%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.65%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.95%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.57%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.04%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	85.34%	98.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.19%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.53%	90.17%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.32%	96.37%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.04%	99.23%

Plants that contains it

• Arctotis fastuosa
• Arctotis hirsuta

Cross-Links

• PubChem: 14380830
• LOTUS: LTS0099414
• wikiData: Q105210602