(1R,2S,4S)-1-methyl-4-propan-2-ylcyclohex-5-ene-1,2,4-triol

Details

• Internal ID: e08b6617-6023-478a-ac0f-1d056cdcc0ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (1R,2S,4S)-1-methyl-4-propan-2-ylcyclohex-5-ene-1,2,4-triol
• SMILES (Canonical): CC(C)C1(CC(C(C=C1)(C)O)O)O
• SMILES (Isomeric): CC(C)[C@]1(C[C@@H]([C@](C=C1)(C)O)O)O
• InChI: InChI=1S/C10H18O3/c1-7(2)10(13)5-4-9(3,12)8(11)6-10/h4-5,7-8,11-13H,6H2,1-3H3/t8-,9+,10-/m0/s1
• InChI Key: GSBPRYYMPSYZPX-AEJSXWLSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25 g/mol
• Exact Mass: 186.125594432 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.45
• 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	+	0.9721	97.21%
Caco-2	-	0.6615	66.15%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7142	71.42%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9649	96.49%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9311	93.11%
P-glycoprotein inhibitior	-	0.9767	97.67%
P-glycoprotein substrate	-	0.9201	92.01%
CYP3A4 substrate	-	0.5741	57.41%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.7795	77.95%
CYP3A4 inhibition	-	0.8848	88.48%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8938	89.38%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.9042	90.42%
CYP2C8 inhibition	-	0.9713	97.13%
CYP inhibitory promiscuity	-	0.9418	94.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5947	59.47%
Eye corrosion	-	0.9493	94.93%
Eye irritation	+	0.6370	63.70%
Skin irritation	+	0.5216	52.16%
Skin corrosion	-	0.6513	65.13%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6451	64.51%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	+	0.5474	54.74%
skin sensitisation	+	0.6415	64.15%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5586	55.86%
Acute Oral Toxicity (c)	III	0.7601	76.01%
Estrogen receptor binding	-	0.8294	82.94%
Androgen receptor binding	-	0.7345	73.45%
Thyroid receptor binding	-	0.6568	65.68%
Glucocorticoid receptor binding	-	0.7707	77.07%
Aromatase binding	-	0.8363	83.63%
PPAR gamma	-	0.8735	87.35%
Honey bee toxicity	-	0.8867	88.67%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6804	68.04%

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	93.86%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.87%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.26%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.53%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.36%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.70%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	80.27%	83.82%

Plants that contains it

• Artemisia suksdorfii

Cross-Links

• PubChem: 130809146
• LOTUS: LTS0193158
• wikiData: Q105017010