[(3aR,4S,6aR,7R,9aR,9bR)-7-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: 050bbbba-c2fc-4dc8-b709-9649706b22e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(3aR,4S,6aR,7R,9aR,9bR)-7-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
• InChI: InChI=1S/C19H22O6/c1-8-5-12(21)14-9(2)6-13(24-18(22)10(3)7-20)16-11(4)19(23)25-17(16)15(8)14/h12-17,20-21H,1-7H2/t12-,13+,14-,15+,16-,17-/m1/s1
• InChI Key: OYBRIQSXJOQPQF-PHPOFCCKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9586	95.86%
Caco-2	-	0.7045	70.45%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5867	58.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8924	89.24%
P-glycoprotein inhibitior	-	0.7786	77.86%
P-glycoprotein substrate	-	0.7038	70.38%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.8328	83.28%
CYP2C9 inhibition	-	0.8649	86.49%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.8069	80.69%
CYP2C8 inhibition	-	0.8344	83.44%
CYP inhibitory promiscuity	-	0.8819	88.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7027	70.27%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.5271	52.71%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6663	66.63%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	+	0.5962	59.62%
skin sensitisation	-	0.8255	82.55%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7630	76.30%
Acute Oral Toxicity (c)	III	0.4326	43.26%
Estrogen receptor binding	+	0.6744	67.44%
Androgen receptor binding	-	0.5168	51.68%
Thyroid receptor binding	+	0.5633	56.33%
Glucocorticoid receptor binding	+	0.5814	58.14%
Aromatase binding	-	0.5192	51.92%
PPAR gamma	+	0.6367	63.67%
Honey bee toxicity	-	0.7722	77.22%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.8594	85.94%

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	95.51%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	83.56%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.46%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.32%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.92%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.36%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.04%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.35%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.01%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162872513
• LOTUS: LTS0224940
• wikiData: Q105203108