(1S,3aR,5R,5aS,8aS,9aS)-1-hydroxy-1,5,8a-trimethyl-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione

Details

• Internal ID: a44342d7-115d-4939-aa0f-b9b214943c05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: (1S,3aR,5R,5aS,8aS,9aS)-1-hydroxy-1,5,8a-trimethyl-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione
• InChI: InChI=1S/C15H22O4/c1-8-6-11-10(15(3,18)13(17)19-11)7-14(2)9(8)4-5-12(14)16/h8-11,18H,4-7H2,1-3H3/t8-,9+,10+,11-,14+,15+/m1/s1
• InChI Key: DQXGQJRINZEDMO-HUAZEDOHSA-N
• Popularity: 2 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: 1.50
• Atomic LogP (AlogP): 1.69
• 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	+	0.9427	94.27%
Caco-2	+	0.7264	72.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6903	69.03%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9487	94.87%
OATP1B3 inhibitior	+	0.8968	89.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.9376	93.76%
P-glycoprotein inhibitior	-	0.8899	88.99%
P-glycoprotein substrate	-	0.9024	90.24%
CYP3A4 substrate	+	0.5934	59.34%
CYP2C9 substrate	-	0.8084	80.84%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.8381	83.81%
CYP2C9 inhibition	-	0.8264	82.64%
CYP2C19 inhibition	-	0.7336	73.36%
CYP2D6 inhibition	-	0.9710	97.10%
CYP1A2 inhibition	+	0.6208	62.08%
CYP2C8 inhibition	-	0.8136	81.36%
CYP inhibitory promiscuity	-	0.9919	99.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6377	63.77%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.8642	86.42%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.7917	79.17%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6429	64.29%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	-	0.8746	87.46%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5627	56.27%
Acute Oral Toxicity (c)	III	0.3698	36.98%
Estrogen receptor binding	+	0.5710	57.10%
Androgen receptor binding	-	0.5706	57.06%
Thyroid receptor binding	+	0.6021	60.21%
Glucocorticoid receptor binding	+	0.5881	58.81%
Aromatase binding	-	0.6639	66.39%
PPAR gamma	-	0.7200	72.00%
Honey bee toxicity	-	0.8657	86.57%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6868	68.68%
Fish aquatic toxicity	+	0.9390	93.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.82%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.01%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.20%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.39%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.98%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.73%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.32%	92.94%

Plants that contains it

• Bedfordia arborescens

Cross-Links

• PubChem: 163001980
• LOTUS: LTS0096288
• wikiData: Q104987249