3-Methyl-8-methylidene-5-propan-2-yl-1,2,5,6,7,8a-hexahydroazulene-1,3-diol

Details

• Internal ID: c5d7ba84-6592-4eb8-a330-495108b69789
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-methyl-8-methylidene-5-propan-2-yl-1,2,5,6,7,8a-hexahydroazulene-1,3-diol
• SMILES (Canonical): CC(C)C1CCC(=C)C2C(CC(C2=C1)(C)O)O
• SMILES (Isomeric): CC(C)C1CCC(=C)C2C(CC(C2=C1)(C)O)O
• InChI: InChI=1S/C15H24O2/c1-9(2)11-6-5-10(3)14-12(7-11)15(4,17)8-13(14)16/h7,9,11,13-14,16-17H,3,5-6,8H2,1-2,4H3
• InChI Key: ALERBLCFPFNITD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.6585	65.85%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.7159	71.59%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9298	92.98%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8559	85.59%
P-glycoprotein inhibitior	-	0.9001	90.01%
P-glycoprotein substrate	-	0.8165	81.65%
CYP3A4 substrate	+	0.5424	54.24%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	-	0.7094	70.94%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.7274	72.74%
CYP2C19 inhibition	-	0.7130	71.30%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.5979	59.79%
CYP2C8 inhibition	-	0.8795	87.95%
CYP inhibitory promiscuity	-	0.8081	80.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.7719	77.19%
Skin irritation	+	0.5433	54.33%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6227	62.27%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5501	55.01%
skin sensitisation	-	0.5498	54.98%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7068	70.68%
Acute Oral Toxicity (c)	III	0.4497	44.97%
Estrogen receptor binding	-	0.6136	61.36%
Androgen receptor binding	-	0.7335	73.35%
Thyroid receptor binding	-	0.5568	55.68%
Glucocorticoid receptor binding	-	0.4716	47.16%
Aromatase binding	-	0.6239	62.39%
PPAR gamma	-	0.7967	79.67%
Honey bee toxicity	-	0.8634	86.34%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8596	85.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.42%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.54%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.86%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.20%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.88%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.07%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.87%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.81%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.80%	82.69%

Plants that contains it

• Ligularia duciformis

Cross-Links

• PubChem: 162981480
• LOTUS: LTS0086577
• wikiData: Q104166478