6-hydroxy-3,6,9-trimethyl-3a,4,5,6a,7,9,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2,8-dione

Details

• Internal ID: 0dcc0064-cf72-4e09-9782-51541ea7f2d2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 6-hydroxy-3,6,9-trimethyl-3a,4,5,6a,7,9,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2,8-dione
• InChI: InChI=1S/C15H22O4/c1-7-9-4-5-15(3,18)10-6-11(16)8(2)12(10)13(9)19-14(7)17/h7-10,12-13,18H,4-6H2,1-3H3
• InChI Key: HWMHVPGJPQEKFZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	+	0.7306	73.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6498	64.98%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9270	92.70%
P-glycoprotein inhibitior	-	0.8794	87.94%
P-glycoprotein substrate	-	0.7885	78.85%
CYP3A4 substrate	+	0.6042	60.42%
CYP2C9 substrate	-	0.6250	62.50%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.8311	83.11%
CYP2C9 inhibition	-	0.8957	89.57%
CYP2C19 inhibition	-	0.9275	92.75%
CYP2D6 inhibition	-	0.9691	96.91%
CYP1A2 inhibition	-	0.7100	71.00%
CYP2C8 inhibition	-	0.8987	89.87%
CYP inhibitory promiscuity	-	0.9956	99.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8206	82.06%
Skin irritation	+	0.5298	52.98%
Skin corrosion	-	0.8048	80.48%
Ames mutagenesis	-	0.7040	70.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.6237	62.37%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.8320	83.20%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5249	52.49%
Acute Oral Toxicity (c)	III	0.5065	50.65%
Estrogen receptor binding	+	0.6505	65.05%
Androgen receptor binding	+	0.5929	59.29%
Thyroid receptor binding	+	0.5812	58.12%
Glucocorticoid receptor binding	-	0.5146	51.46%
Aromatase binding	-	0.8497	84.97%
PPAR gamma	-	0.7395	73.95%
Honey bee toxicity	-	0.8669	86.69%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9306	93.06%

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	96.93%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.11%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	87.76%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.69%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.44%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.71%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.41%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.59%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.58%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.57%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.03%	94.45%

Plants that contains it

• Ixeris chinensis

Cross-Links

• PubChem: 72796568
• LOTUS: LTS0234385
• wikiData: Q105034710