(5S,5aS,8aR,9S)-5-ethoxy-5,7,7-trimethyl-4,5a,6,8,8a,9-hexahydroazuleno[5,6-c]furan-9-ol

Details

• Internal ID: 3a285be9-7ed8-4d88-8408-b37d63ad4170
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5S,5aS,8aR,9S)-5-ethoxy-5,7,7-trimethyl-4,5a,6,8,8a,9-hexahydroazuleno[5,6-c]furan-9-ol
• SMILES (Canonical): CCOC1(CC2=COC=C2C(C3C1CC(C3)(C)C)O)C
• SMILES (Isomeric): CCO[C@]1(CC2=COC=C2[C@H]([C@H]3[C@@H]1CC(C3)(C)C)O)C
• InChI: InChI=1S/C17H26O3/c1-5-20-17(4)6-11-9-19-10-13(11)15(18)12-7-16(2,3)8-14(12)17/h9-10,12,14-15,18H,5-8H2,1-4H3/t12-,14+,15+,17+/m1/s1
• InChI Key: MEXQOTIGSXROOA-DYWXZXKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 42.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8260	82.60%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5646	56.46%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6953	69.53%
P-glycoprotein inhibitior	-	0.8521	85.21%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	+	0.5889	58.89%
CYP2C9 substrate	-	0.5957	59.57%
CYP2D6 substrate	+	0.3663	36.63%
CYP3A4 inhibition	-	0.8833	88.33%
CYP2C9 inhibition	+	0.5418	54.18%
CYP2C19 inhibition	+	0.5455	54.55%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.5840	58.40%
CYP2C8 inhibition	-	0.6237	62.37%
CYP inhibitory promiscuity	-	0.7041	70.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.9660	96.60%
Skin irritation	-	0.8410	84.10%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7950	79.50%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7143	71.43%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5370	53.70%
Acute Oral Toxicity (c)	III	0.5804	58.04%
Estrogen receptor binding	+	0.5317	53.17%
Androgen receptor binding	+	0.5239	52.39%
Thyroid receptor binding	+	0.6769	67.69%
Glucocorticoid receptor binding	-	0.5656	56.56%
Aromatase binding	-	0.6227	62.27%
PPAR gamma	-	0.6480	64.80%
Honey bee toxicity	-	0.7797	77.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5850	58.50%
Fish aquatic toxicity	+	0.9655	96.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.78%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.32%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.92%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.11%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.38%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.24%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.80%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.60%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.76%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162954722
• LOTUS: LTS0100469
• wikiData: Q105162467