(2S,3S,5S,8aR)-5,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalene-2,3-diol

Details

• Internal ID: 211ef943-268d-414c-a114-729f29ddc8de
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Polyols > 1,2-diols
• IUPAC Name: (2S,3S,5S,8aR)-5,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalene-2,3-diol
• InChI: InChI=1S/C12H20O2/c1-8-4-3-5-12(2)7-11(14)10(13)6-9(8)12/h6,8,10-11,13-14H,3-5,7H2,1-2H3/t8-,10-,11-,12+/m0/s1
• InChI Key: FHKKSWFQYLBOHZ-PDEGPIFNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29 g/mol
• Exact Mass: 196.146329876 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.6587	65.87%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6428	64.28%
OATP2B1 inhibitior	-	0.8407	84.07%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9838	98.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9452	94.52%
P-glycoprotein inhibitior	-	0.9664	96.64%
P-glycoprotein substrate	-	0.8901	89.01%
CYP3A4 substrate	+	0.5217	52.17%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.7286	72.86%
CYP3A4 inhibition	-	0.8311	83.11%
CYP2C9 inhibition	-	0.8980	89.80%
CYP2C19 inhibition	-	0.6696	66.96%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	-	0.7927	79.27%
CYP2C8 inhibition	-	0.9079	90.79%
CYP inhibitory promiscuity	-	0.8771	87.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5026	50.26%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.7622	76.22%
Skin irritation	+	0.4900	49.00%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7452	74.52%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5768	57.68%
skin sensitisation	-	0.5453	54.53%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8185	81.85%
Acute Oral Toxicity (c)	III	0.5073	50.73%
Estrogen receptor binding	-	0.9108	91.08%
Androgen receptor binding	-	0.6876	68.76%
Thyroid receptor binding	-	0.6783	67.83%
Glucocorticoid receptor binding	-	0.7547	75.47%
Aromatase binding	-	0.8162	81.62%
PPAR gamma	-	0.8591	85.91%
Honey bee toxicity	-	0.9454	94.54%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
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	94.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.44%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.97%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.86%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	85.06%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.48%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.86%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.37%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.28%	95.56%

Plants that contains it

• Inula racemosa

Cross-Links

• PubChem: 131216785
• LOTUS: LTS0146412
• wikiData: Q104995318