(1S,2S,3S,4R,5R)-1-methyl-4-propan-2-ylcyclohexane-1,2,3,5-tetrol

Details

• Internal ID: 652173a3-e5d6-4a2d-81ba-20ef6c674446
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (1S,2S,3S,4R,5R)-1-methyl-4-propan-2-ylcyclohexane-1,2,3,5-tetrol
• SMILES (Canonical): CC(C)C1C(CC(C(C1O)O)(C)O)O
• SMILES (Isomeric): CC(C)[C@@H]1[C@@H](C[C@]([C@H]([C@H]1O)O)(C)O)O
• InChI: InChI=1S/C10H20O4/c1-5(2)7-6(11)4-10(3,14)9(13)8(7)12/h5-9,11-14H,4H2,1-3H3/t6-,7-,8+,9+,10+/m1/s1
• InChI Key: BZGJXCIRYPFAGL-ZJDVBMNYSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7965	79.65%
Caco-2	-	0.8922	89.22%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6350	63.50%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9681	96.81%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9473	94.73%
P-glycoprotein inhibitior	-	0.9650	96.50%
P-glycoprotein substrate	-	0.8982	89.82%
CYP3A4 substrate	-	0.5997	59.97%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.7440	74.40%
CYP3A4 inhibition	-	0.8346	83.46%
CYP2C9 inhibition	-	0.8940	89.40%
CYP2C19 inhibition	-	0.9045	90.45%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.8644	86.44%
CYP2C8 inhibition	-	0.9926	99.26%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6144	61.44%
Eye corrosion	-	0.9688	96.88%
Eye irritation	-	0.6689	66.89%
Skin irritation	-	0.6231	62.31%
Skin corrosion	-	0.7939	79.39%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6681	66.81%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6478	64.78%
skin sensitisation	-	0.5584	55.84%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6450	64.50%
Acute Oral Toxicity (c)	III	0.7708	77.08%
Estrogen receptor binding	-	0.8427	84.27%
Androgen receptor binding	-	0.7594	75.94%
Thyroid receptor binding	-	0.5377	53.77%
Glucocorticoid receptor binding	-	0.7921	79.21%
Aromatase binding	-	0.8649	86.49%
PPAR gamma	-	0.7843	78.43%
Honey bee toxicity	-	0.9395	93.95%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.4241	42.41%

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	94.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.67%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.28%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.02%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.69%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.14%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.54%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.21%	95.89%

Plants that contains it

• Canscora alata
• Gentiana lutea
• Hedysarum alpinum
• Ligularia muliensis

Cross-Links

• PubChem: 102384823
• LOTUS: LTS0013832
• wikiData: Q105215900