2-Methyl-5beta-isopropyl-1alpha,2beta,3beta,4alpha-cyclohexanetetraol

Details

• Internal ID: 243fe355-ef3d-4f36-b736-6de0e2ca60a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (1S,2R,3S,4R,5R)-2-methyl-5-propan-2-ylcyclohexane-1,2,3,4-tetrol
• SMILES (Canonical): CC(C)C1CC(C(C(C1O)O)(C)O)O
• SMILES (Isomeric): CC(C)[C@H]1C[C@@H]([C@@]([C@H]([C@@H]1O)O)(C)O)O
• InChI: InChI=1S/C10H20O4/c1-5(2)6-4-7(11)10(3,14)9(13)8(6)12/h5-9,11-14H,4H2,1-3H3/t6-,7+,8-,9+,10-/m1/s1
• InChI Key: YFASMKQYOXGOCQ-MQIGXGKASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₂₀O₄
• Molecular Weight: 204.26 g/mol
• Exact Mass: 204.13615911 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.50
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 2-Methyl-5beta-isopropyl-1alpha,2beta,3beta,4alpha-cyclohexanetetraol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8569	85.69%
Caco-2	-	0.9086	90.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6994	69.94%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9678	96.78%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9617	96.17%
P-glycoprotein inhibitior	-	0.9663	96.63%
P-glycoprotein substrate	-	0.8569	85.69%
CYP3A4 substrate	-	0.5859	58.59%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.7440	74.40%
CYP3A4 inhibition	-	0.9157	91.57%
CYP2C9 inhibition	-	0.9187	91.87%
CYP2C19 inhibition	-	0.9236	92.36%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9174	91.74%
CYP2C8 inhibition	-	0.9852	98.52%
CYP inhibitory promiscuity	-	0.9703	97.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6530	65.30%
Eye corrosion	-	0.9650	96.50%
Eye irritation	-	0.5737	57.37%
Skin irritation	-	0.5490	54.90%
Skin corrosion	-	0.7190	71.90%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6155	61.55%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	+	0.5909	59.09%
skin sensitisation	-	0.5944	59.44%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6650	66.50%
Acute Oral Toxicity (c)	III	0.7484	74.84%
Estrogen receptor binding	-	0.7280	72.80%
Androgen receptor binding	-	0.7614	76.14%
Thyroid receptor binding	-	0.5489	54.89%
Glucocorticoid receptor binding	-	0.7337	73.37%
Aromatase binding	-	0.8434	84.34%
PPAR gamma	-	0.7349	73.49%
Honey bee toxicity	-	0.9195	91.95%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4512	45.12%

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	94.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.82%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.03%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	88.37%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.37%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.92%	95.93%
CHEMBL2581	P07339	Cathepsin D	84.73%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.29%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.25%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%

Plants that contains it

• Citrus aurantiifolia
• Eupatorium fortunei
• Foeniculum vulgare
• Helminthotheca echioides
• Lysimachia clethroides
• Senna sophera

Cross-Links

• PubChem: 11542987
• NPASS: NPC54339
• LOTUS: LTS0229828
• wikiData: Q105256465