6-(Hydroxymethyl)-3-propan-2-ylcyclohex-5-ene-1,2,4-triol

Details

• Internal ID: 5bf6ad56-0ca3-4f76-97f6-725989f68870
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 6-(hydroxymethyl)-3-propan-2-ylcyclohex-5-ene-1,2,4-triol
• SMILES (Canonical): CC(C)C1C(C=C(C(C1O)O)CO)O
• SMILES (Isomeric): CC(C)C1C(C=C(C(C1O)O)CO)O
• InChI: InChI=1S/C10H18O4/c1-5(2)8-7(12)3-6(4-11)9(13)10(8)14/h3,5,7-14H,4H2,1-2H3
• InChI Key: WJFMGTPPWYRFKM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₄
• Molecular Weight: 202.25 g/mol
• Exact Mass: 202.12050905 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7908	79.08%
Caco-2	-	0.8568	85.68%
Blood Brain Barrier	+	0.5299	52.99%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7758	77.58%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9109	91.09%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.9776	97.76%
P-glycoprotein inhibitior	-	0.9548	95.48%
P-glycoprotein substrate	-	0.8849	88.49%
CYP3A4 substrate	-	0.7010	70.10%
CYP2C9 substrate	-	0.8142	81.42%
CYP2D6 substrate	-	0.7879	78.79%
CYP3A4 inhibition	-	0.8539	85.39%
CYP2C9 inhibition	-	0.6950	69.50%
CYP2C19 inhibition	-	0.8629	86.29%
CYP2D6 inhibition	-	0.8646	86.46%
CYP1A2 inhibition	-	0.7141	71.41%
CYP2C8 inhibition	-	0.9820	98.20%
CYP inhibitory promiscuity	-	0.7584	75.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8823	88.23%
Carcinogenicity (trinary)	Non-required	0.7439	74.39%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.7705	77.05%
Skin corrosion	-	0.9104	91.04%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5827	58.27%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6326	63.26%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7192	71.92%
Acute Oral Toxicity (c)	III	0.5693	56.93%
Estrogen receptor binding	-	0.8554	85.54%
Androgen receptor binding	-	0.8230	82.30%
Thyroid receptor binding	-	0.7213	72.13%
Glucocorticoid receptor binding	-	0.8151	81.51%
Aromatase binding	-	0.7665	76.65%
PPAR gamma	-	0.8901	89.01%
Honey bee toxicity	-	0.9450	94.50%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7591	75.91%

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	94.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.17%	97.25%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.81%	89.62%
CHEMBL226	P30542	Adenosine A1 receptor	83.62%	95.93%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.89%	97.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.66%	91.11%

Plants that contains it

• Sphaeranthus suaveolens

Cross-Links

• PubChem: 14589119
• LOTUS: LTS0258234
• wikiData: Q105306751