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

Details

• Internal ID: 0bed176e-470f-4db5-85ff-d97d1ed788a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5S,5aS,8aS,9S)-5,7,7-trimethyl-4,5,6,8,8a,9-hexahydroazuleno[6,7-c]furan-5a,9-diol
• SMILES (Canonical): CC1CC2=COC=C2C(C3C1(CC(C3)(C)C)O)O
• SMILES (Isomeric): C[C@H]1CC2=COC=C2[C@H]([C@H]3[C@@]1(CC(C3)(C)C)O)O
• InChI: InChI=1S/C15H22O3/c1-9-4-10-6-18-7-11(10)13(16)12-5-14(2,3)8-15(9,12)17/h6-7,9,12-13,16-17H,4-5,8H2,1-3H3/t9-,12-,13+,15-/m0/s1
• InChI Key: AWQDNLQGSPYBFY-WTKQLKIWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (4s,4As,7as,8s)-4,4a,5,6,7,7a,8,9-octahydro-6,6,8-trimethylazuleno[5,6-c]furan-4,7a-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.6358	63.58%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4498	44.98%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9382	93.82%
P-glycoprotein inhibitior	-	0.9514	95.14%
P-glycoprotein substrate	-	0.7081	70.81%
CYP3A4 substrate	+	0.5675	56.75%
CYP2C9 substrate	-	0.5975	59.75%
CYP2D6 substrate	-	0.6821	68.21%
CYP3A4 inhibition	-	0.9023	90.23%
CYP2C9 inhibition	-	0.7332	73.32%
CYP2C19 inhibition	-	0.7286	72.86%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.5345	53.45%
CYP2C8 inhibition	-	0.7828	78.28%
CYP inhibitory promiscuity	-	0.8439	84.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5672	56.72%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9490	94.90%
Skin irritation	-	0.6682	66.82%
Skin corrosion	-	0.8980	89.80%
Ames mutagenesis	-	0.5228	52.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6465	64.65%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7397	73.97%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6595	65.95%
Acute Oral Toxicity (c)	III	0.4830	48.30%
Estrogen receptor binding	+	0.5605	56.05%
Androgen receptor binding	-	0.5241	52.41%
Thyroid receptor binding	+	0.5489	54.89%
Glucocorticoid receptor binding	-	0.6128	61.28%
Aromatase binding	-	0.6268	62.68%
PPAR gamma	-	0.6694	66.94%
Honey bee toxicity	-	0.8816	88.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9513	95.13%

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	96.19%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.84%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.78%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.41%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.22%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.48%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.44%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.85%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.29%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.64%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 90475599
• LOTUS: LTS0195392
• wikiData: Q104920204