(5S,8aR,9S)-5,7,7-trimethyl-5,8,8a,9-tetrahydro-4H-azuleno[5,6-c]furan-9-ol

Details

• Internal ID: 50950982-5779-4909-a629-6ff9751f389c
• Taxonomy: Organoheterocyclic compounds > Cycloheptafurans
• IUPAC Name: (5S,8aR,9S)-5,7,7-trimethyl-5,8,8a,9-tetrahydro-4H-azuleno[5,6-c]furan-9-ol
• SMILES (Canonical): CC1CC2=COC=C2C(C3C1=CC(C3)(C)C)O
• SMILES (Isomeric): C[C@H]1CC2=COC=C2[C@H]([C@H]3C1=CC(C3)(C)C)O
• InChI: InChI=1S/C15H20O2/c1-9-4-10-7-17-8-13(10)14(16)12-6-15(2,3)5-11(9)12/h5,7-9,12,14,16H,4,6H2,1-3H3/t9-,12+,14-/m0/s1
• InChI Key: VFKMKXFLOYASKK-BHYNMZESSA-N
• Popularity: 1 reference 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: 2.50
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 2
• 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	+	0.9952	99.52%
Caco-2	+	0.6593	65.93%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4845	48.45%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7390	73.90%
P-glycoprotein inhibitior	-	0.9425	94.25%
P-glycoprotein substrate	-	0.7231	72.31%
CYP3A4 substrate	+	0.5790	57.90%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.6633	66.33%
CYP3A4 inhibition	-	0.9068	90.68%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5799	57.99%
CYP2D6 inhibition	-	0.8614	86.14%
CYP1A2 inhibition	+	0.6046	60.46%
CYP2C8 inhibition	-	0.8525	85.25%
CYP inhibitory promiscuity	+	0.5994	59.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4787	47.87%
Eye corrosion	-	0.9613	96.13%
Eye irritation	-	0.9423	94.23%
Skin irritation	-	0.6700	67.00%
Skin corrosion	-	0.9036	90.36%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8246	82.46%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5814	58.14%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5689	56.89%
Acute Oral Toxicity (c)	III	0.5853	58.53%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.7086	70.86%
Thyroid receptor binding	+	0.5317	53.17%
Glucocorticoid receptor binding	-	0.7425	74.25%
Aromatase binding	-	0.5948	59.48%
PPAR gamma	-	0.5823	58.23%
Honey bee toxicity	-	0.9020	90.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9563	95.63%

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	95.69%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.61%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.44%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.61%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.02%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.89%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.72%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.95%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.66%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.17%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135041564
• LOTUS: LTS0014978
• wikiData: Q105285339