(1R,8S,8aS)-3,6-dimethyl-1-propan-2-yl-4,7,8,8a-tetrahydro-2H-azulene-1,8-diol

Details

• Internal ID: 49e9ff0b-6007-47f9-963c-787d2333247f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1R,8S,8aS)-3,6-dimethyl-1-propan-2-yl-4,7,8,8a-tetrahydro-2H-azulene-1,8-diol
• SMILES (Canonical): CC1=CCC2=C(CC(C2C(C1)O)(C(C)C)O)C
• SMILES (Isomeric): CC1=CCC2=C(C[C@]([C@@H]2[C@H](C1)O)(C(C)C)O)C
• InChI: InChI=1S/C15H24O2/c1-9(2)15(17)8-11(4)12-6-5-10(3)7-13(16)14(12)15/h5,9,13-14,16-17H,6-8H2,1-4H3/t13-,14-,15+/m0/s1
• InChI Key: JKNXGCVENPOKDP-SOUVJXGZSA-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: 1.60
• Atomic LogP (AlogP): 2.81
• 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	+	0.9928	99.28%
Caco-2	+	0.8368	83.68%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6275	62.75%
OATP2B1 inhibitior	-	0.8483	84.83%
OATP1B1 inhibitior	+	0.9373	93.73%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8034	80.34%
P-glycoprotein inhibitior	-	0.9295	92.95%
P-glycoprotein substrate	-	0.7116	71.16%
CYP3A4 substrate	+	0.5134	51.34%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	-	0.7094	70.94%
CYP3A4 inhibition	-	0.8895	88.95%
CYP2C9 inhibition	-	0.7718	77.18%
CYP2C19 inhibition	-	0.7104	71.04%
CYP2D6 inhibition	-	0.9091	90.91%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	-	0.9209	92.09%
CYP inhibitory promiscuity	-	0.7739	77.39%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5438	54.38%
Eye corrosion	-	0.9668	96.68%
Eye irritation	-	0.7497	74.97%
Skin irritation	-	0.5178	51.78%
Skin corrosion	-	0.9056	90.56%
Ames mutagenesis	-	0.8037	80.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6465	64.65%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5739	57.39%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6422	64.22%
Acute Oral Toxicity (c)	III	0.4463	44.63%
Estrogen receptor binding	-	0.8606	86.06%
Androgen receptor binding	+	0.6426	64.26%
Thyroid receptor binding	-	0.6029	60.29%
Glucocorticoid receptor binding	-	0.8275	82.75%
Aromatase binding	-	0.7764	77.64%
PPAR gamma	-	0.7097	70.97%
Honey bee toxicity	-	0.8514	85.14%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9132	91.32%

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	93.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.92%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	87.45%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.73%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.05%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.09%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.96%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.54%	86.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%

Plants that contains it

• Ferula jaeschkeana

Cross-Links

• PubChem: 101526914
• LOTUS: LTS0246335
• wikiData: Q105130372