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

Details

• Internal ID: 32601130-00c0-41aa-b035-d19ecca74aff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(3aS,4S,6aR,7R,8S,9aR,9bR)-7,8-dihydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H22O6/c1-7(2)18(22)24-11-6-8(3)12-14(9(4)15(20)16(12)21)17-13(11)10(5)19(23)25-17/h11-17,20-21H,1,3-6H2,2H3/t11-,12-,13-,14-,15-,16+,17-/m0/s1
• InChI Key: MRBKKNMFILNDIF-UJDJNWPZSA-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: 0.90
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9061	90.61%
Caco-2	-	0.7627	76.27%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6252	62.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9106	91.06%
P-glycoprotein inhibitior	-	0.8489	84.89%
P-glycoprotein substrate	-	0.6649	66.49%
CYP3A4 substrate	+	0.6121	61.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.8574	85.74%
CYP2C9 inhibition	-	0.7920	79.20%
CYP2C19 inhibition	-	0.6879	68.79%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.7513	75.13%
CYP2C8 inhibition	-	0.7532	75.32%
CYP inhibitory promiscuity	-	0.8900	89.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4975	49.75%
Eye corrosion	-	0.9444	94.44%
Eye irritation	-	0.6865	68.65%
Skin irritation	-	0.6626	66.26%
Skin corrosion	-	0.8555	85.55%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6892	68.92%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.8033	80.33%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8669	86.69%
Acute Oral Toxicity (c)	IV	0.4647	46.47%
Estrogen receptor binding	+	0.6214	62.14%
Androgen receptor binding	-	0.5711	57.11%
Thyroid receptor binding	-	0.5110	51.10%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6178	61.78%
PPAR gamma	+	0.5695	56.95%
Honey bee toxicity	-	0.6814	68.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	0.9043	90.43%

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	95.67%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.16%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.91%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	87.67%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.26%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.52%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.67%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.14%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.63%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162922040
• LOTUS: LTS0058546
• wikiData: Q105170450