[(3aR,4R,6R,6aS,9aR,9bR)-6-(hydroxymethyl)-9-methyl-3-methylidene-2-oxo-3a,4,5,6,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 0bdf3c5c-b5de-489c-80a4-ae28e38ca57f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(3aR,4R,6R,6aS,9aR,9bR)-6-(hydroxymethyl)-9-methyl-3-methylidene-2-oxo-3a,4,5,6,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] (E)-2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C20H26O6/c1-4-12(8-21)20(24)25-15-7-13(9-22)14-6-5-10(2)16(14)18-17(15)11(3)19(23)26-18/h4-5,13-18,21-22H,3,6-9H2,1-2H3/b12-4+/t13-,14-,15+,16-,17+,18+/m0/s1
• InChI Key: MGYURKWOULUIOM-DNBGIGDKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9394	93.94%
Caco-2	-	0.5579	55.79%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6940	69.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6411	64.11%
P-glycoprotein inhibitior	-	0.6847	68.47%
P-glycoprotein substrate	-	0.6579	65.79%
CYP3A4 substrate	+	0.6057	60.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.6682	66.82%
CYP2C9 inhibition	-	0.8233	82.33%
CYP2C19 inhibition	-	0.7847	78.47%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.7054	70.54%
CYP2C8 inhibition	-	0.7474	74.74%
CYP inhibitory promiscuity	-	0.8186	81.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6667	66.67%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7037	70.37%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6829	68.29%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8224	82.24%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5534	55.34%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.6648	66.48%
Androgen receptor binding	+	0.6520	65.20%
Thyroid receptor binding	-	0.5204	52.04%
Glucocorticoid receptor binding	+	0.5674	56.74%
Aromatase binding	-	0.5057	50.57%
PPAR gamma	-	0.5072	50.72%
Honey bee toxicity	-	0.7320	73.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9677	96.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.62%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.31%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.38%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.09%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.36%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.94%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	86.08%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.56%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.15%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.19%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.04%	96.09%

Plants that contains it

• Stevia vaga

Cross-Links

• PubChem: 162986140
• LOTUS: LTS0241802
• wikiData: Q105163668