(5S,5aS)-5,7,7-trimethyl-4,5a,6,8-tetrahydroazuleno[6,7-c]furan-5-ol

Details

• Internal ID: 1ded3a05-dde4-4843-a7c9-4a5154bd759c
• Taxonomy: Organoheterocyclic compounds > Cycloheptafurans
• IUPAC Name: (5S,5aS)-5,7,7-trimethyl-4,5a,6,8-tetrahydroazuleno[6,7-c]furan-5-ol
• SMILES (Canonical): CC1(CC2C(=CC3=COC=C3CC2(C)O)C1)C
• SMILES (Isomeric): C[C@@]1(CC2=COC=C2C=C3[C@@H]1CC(C3)(C)C)O
• InChI: InChI=1S/C15H20O2/c1-14(2)5-10-4-11-8-17-9-12(11)6-15(3,16)13(10)7-14/h4,8-9,13,16H,5-7H2,1-3H3/t13-,15-/m0/s1
• InChI Key: GWFZQKNWKSJEIN-ZFWWWQNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (7As,8s)-5,6,7,7a,8,9-hexahydro-6,6,8-trimethylazuleno[5,6-c]furan-8-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8258	82.58%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4923	49.23%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9197	91.97%
P-glycoprotein inhibitior	-	0.9590	95.90%
P-glycoprotein substrate	-	0.7965	79.65%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	-	0.6572	65.72%
CYP2D6 substrate	-	0.7694	76.94%
CYP3A4 inhibition	-	0.8036	80.36%
CYP2C9 inhibition	-	0.6693	66.93%
CYP2C19 inhibition	+	0.5353	53.53%
CYP2D6 inhibition	-	0.8804	88.04%
CYP1A2 inhibition	+	0.5406	54.06%
CYP2C8 inhibition	-	0.8729	87.29%
CYP inhibitory promiscuity	-	0.6674	66.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5196	51.96%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.6287	62.87%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8920	89.20%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6143	61.43%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6942	69.42%
Acute Oral Toxicity (c)	III	0.6530	65.30%
Estrogen receptor binding	-	0.5876	58.76%
Androgen receptor binding	-	0.5839	58.39%
Thyroid receptor binding	+	0.5505	55.05%
Glucocorticoid receptor binding	-	0.7162	71.62%
Aromatase binding	-	0.6678	66.78%
PPAR gamma	-	0.6614	66.14%
Honey bee toxicity	-	0.9057	90.57%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	97.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.95%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.46%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	91.02%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	87.36%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.62%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.48%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.68%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10933353
• LOTUS: LTS0119661
• wikiData: Q105022308