(3S,5S,5aS,8aR,9S)-5-ethoxy-3,9-dihydroxy-5,7,7-trimethyl-4,5a,6,8,8a,9-hexahydro-3H-azuleno[5,6-c]furan-1-one

Details

• Internal ID: a251e223-b2b2-497c-8b6c-b2509680487f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3S,5S,5aS,8aR,9S)-5-ethoxy-3,9-dihydroxy-5,7,7-trimethyl-4,5a,6,8,8a,9-hexahydro-3H-azuleno[5,6-c]furan-1-one
• InChI: InChI=1S/C17H26O5/c1-5-21-17(4)7-10-12(15(20)22-14(10)19)13(18)9-6-16(2,3)8-11(9)17/h9,11,13-14,18-19H,5-8H2,1-4H3/t9-,11+,13+,14+,17+/m1/s1
• InChI Key: IDDBBUFMGHTVDX-QQJGRGIQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

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	+	0.6466	64.66%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7033	70.33%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8197	81.97%
P-glycoprotein inhibitior	-	0.8160	81.60%
P-glycoprotein substrate	-	0.8437	84.37%
CYP3A4 substrate	+	0.6138	61.38%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.6446	64.46%
CYP2C9 inhibition	-	0.5277	52.77%
CYP2C19 inhibition	-	0.6227	62.27%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	-	0.5296	52.96%
CYP2C8 inhibition	-	0.8462	84.62%
CYP inhibitory promiscuity	-	0.6999	69.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.6787	67.87%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4184	41.84%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6429	64.29%
skin sensitisation	-	0.7972	79.72%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7908	79.08%
Acute Oral Toxicity (c)	III	0.4740	47.40%
Estrogen receptor binding	+	0.6812	68.12%
Androgen receptor binding	+	0.5641	56.41%
Thyroid receptor binding	+	0.5779	57.79%
Glucocorticoid receptor binding	+	0.7173	71.73%
Aromatase binding	-	0.7015	70.15%
PPAR gamma	+	0.5231	52.31%
Honey bee toxicity	-	0.8339	83.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9907	99.07%

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	96.58%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.80%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.75%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.36%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.42%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.26%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.78%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.78%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.45%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.92%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.47%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.19%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162959005
• LOTUS: LTS0018886
• wikiData: Q105111278