(3aS,4S,6aS,9R,9aS,9bS)-4,6a,9-trihydroxy-6,9-dimethyl-3-methylidene-3a,4,9a,9b-tetrahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 94784e9e-1bbb-4110-8697-331598f29836
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,4S,6aS,9R,9aS,9bS)-4,6a,9-trihydroxy-6,9-dimethyl-3-methylidene-3a,4,9a,9b-tetrahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H18O5/c1-7-6-9(16)10-8(2)13(17)20-11(10)12-14(3,18)4-5-15(7,12)19/h4-6,9-12,16,18-19H,2H2,1,3H3/t9-,10-,11-,12-,14+,15+/m0/s1
• InChI Key: MTICBNPBMFDHIT-OOAGNDBOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9601	96.01%
Caco-2	-	0.7056	70.56%
Blood Brain Barrier	+	0.5027	50.27%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4597	45.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9717	97.17%
P-glycoprotein inhibitior	-	0.8861	88.61%
P-glycoprotein substrate	-	0.8795	87.95%
CYP3A4 substrate	+	0.5538	55.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	-	0.8001	80.01%
CYP2C9 inhibition	-	0.8848	88.48%
CYP2C19 inhibition	-	0.8605	86.05%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.7450	74.50%
CYP2C8 inhibition	-	0.8239	82.39%
CYP inhibitory promiscuity	-	0.7481	74.81%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9025	90.25%
Carcinogenicity (trinary)	Non-required	0.4350	43.50%
Eye corrosion	-	0.9406	94.06%
Eye irritation	-	0.8594	85.94%
Skin irritation	-	0.5215	52.15%
Skin corrosion	-	0.8484	84.84%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6068	60.68%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.6385	63.85%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7904	79.04%
Acute Oral Toxicity (c)	III	0.3986	39.86%
Estrogen receptor binding	-	0.5176	51.76%
Androgen receptor binding	-	0.4921	49.21%
Thyroid receptor binding	+	0.5717	57.17%
Glucocorticoid receptor binding	-	0.5054	50.54%
Aromatase binding	-	0.5783	57.83%
PPAR gamma	-	0.5514	55.14%
Honey bee toxicity	-	0.7892	78.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9148	91.48%

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	90.93%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.17%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.75%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.30%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.10%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.08%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.69%	86.33%

Plants that contains it

• Artemisia ludoviciana

Cross-Links

• PubChem: 163062787
• LOTUS: LTS0105272
• wikiData: Q105171702