7-Hydroxy-1,5,8-trimethylidene-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one

Details

• Internal ID: ada7cdf3-52b9-4bb7-879b-05b3f0b8b2fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 7-hydroxy-1,5,8-trimethylidene-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one
• InChI: InChI=1S/C15H18O3/c1-7-4-14-12(9(3)15(17)18-14)5-11-8(2)13(16)6-10(7)11/h10-14,16H,1-6H2
• InChI Key: BKEFSIUCJAEOGK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 3
• 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	+	0.9931	99.31%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5398	53.98%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9351	93.51%
P-glycoprotein inhibitior	-	0.9235	92.35%
P-glycoprotein substrate	-	0.9017	90.17%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7973	79.73%
CYP3A4 inhibition	-	0.8777	87.77%
CYP2C9 inhibition	-	0.9227	92.27%
CYP2C19 inhibition	-	0.8205	82.05%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.8105	81.05%
CYP2C8 inhibition	-	0.9016	90.16%
CYP inhibitory promiscuity	-	0.9253	92.53%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9217	92.17%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.8428	84.28%
Eye irritation	+	0.6319	63.19%
Skin irritation	-	0.5894	58.94%
Skin corrosion	-	0.8954	89.54%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7201	72.01%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.6246	62.46%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6803	68.03%
Acute Oral Toxicity (c)	III	0.5247	52.47%
Estrogen receptor binding	+	0.7066	70.66%
Androgen receptor binding	+	0.5449	54.49%
Thyroid receptor binding	-	0.5745	57.45%
Glucocorticoid receptor binding	+	0.6463	64.63%
Aromatase binding	-	0.6254	62.54%
PPAR gamma	-	0.6017	60.17%
Honey bee toxicity	-	0.6782	67.82%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9328	93.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL217	P14416	Dopamine D2 receptor	88.95%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.88%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.55%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.48%	92.94%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.01%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.07%	91.49%
CHEMBL308	P06493	Cyclin-dependent kinase 1	82.05%	91.73%

Plants that contains it

• Arctotis aspera

Cross-Links

• PubChem: 14466171
• LOTUS: LTS0254351
• wikiData: Q104937523