(1R,2R,4aR,8R,8aS)-2-(2-hydroxypropan-2-yl)-4a-methyl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalene-1,8-diol

Details

• Internal ID: ba5cd8bb-cf34-4fae-9825-5af0c05db3c8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1R,2R,4aR,8R,8aS)-2-(2-hydroxypropan-2-yl)-4a-methyl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalene-1,8-diol
• InChI: InChI=1S/C14H26O3/c1-13(2,17)9-6-8-14(3)7-4-5-10(15)11(14)12(9)16/h9-12,15-17H,4-8H2,1-3H3/t9-,10-,11+,12+,14-/m1/s1
• InChI Key: FTIVKFWFAQMVTF-VXUPGSCNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₆O₃
• Molecular Weight: 242.35 g/mol
• Exact Mass: 242.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.5621	56.21%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5442	54.42%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9378	93.78%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8646	86.46%
P-glycoprotein inhibitior	-	0.9344	93.44%
P-glycoprotein substrate	-	0.9023	90.23%
CYP3A4 substrate	+	0.5306	53.06%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.7034	70.34%
CYP3A4 inhibition	-	0.8570	85.70%
CYP2C9 inhibition	-	0.7375	73.75%
CYP2C19 inhibition	-	0.8474	84.74%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.7022	70.22%
CYP2C8 inhibition	-	0.8136	81.36%
CYP inhibitory promiscuity	-	0.9260	92.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6529	65.29%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.6469	64.69%
Skin irritation	+	0.5276	52.76%
Skin corrosion	-	0.9118	91.18%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7607	76.07%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.6239	62.39%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7720	77.20%
Acute Oral Toxicity (c)	III	0.5114	51.14%
Estrogen receptor binding	-	0.5785	57.85%
Androgen receptor binding	-	0.5536	55.36%
Thyroid receptor binding	+	0.5637	56.37%
Glucocorticoid receptor binding	-	0.4895	48.95%
Aromatase binding	-	0.7494	74.94%
PPAR gamma	-	0.8009	80.09%
Honey bee toxicity	-	0.8895	88.95%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9475	94.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.70%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.06%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.99%	92.94%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	87.44%	88.81%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.36%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.26%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.53%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	86.36%	97.79%
CHEMBL2581	P07339	Cathepsin D	86.22%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.71%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.48%	93.04%
CHEMBL259	P32245	Melanocortin receptor 4	82.10%	95.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.68%	91.03%

Plants that contains it

• Santolina rosmarinifolia

Cross-Links

• PubChem: 162983333
• LOTUS: LTS0095100
• wikiData: Q105001062