Gadusol

Details

• Internal ID: 93e9a085-3761-4684-8701-453a9708579d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 3,4,5-trihydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-one
• InChI: InChI=1S/C8H12O6/c1-14-6-4(10)2-8(13,3-9)7(12)5(6)11/h7,9,11-13H,2-3H2,1H3
• InChI Key: KENOUOLPKKQXMX-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₆
• Molecular Weight: 204.18 g/mol
• Exact Mass: 204.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.54
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 76663-30-4
• 3,4,5-trihydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-one
• 3,5,6-Trihydroxy-5-(hydroxymethyl)-2-methoxy-2-cyclohexen-1-one
• 2-Cyclohexen-1-one, 3,5,6-trihydroxy-5-(hydroxymethyl)-2-methoxy-
• SCHEMBL22128123
• DTXSID00997986
• CHEBI:172445
• 1,4,5-Trihydroxy-5-hydroxymethyl-2-methoxycyclohex-1-en-3-one
• 3,5,6-trihydroxy-5-hydroxymethyl-2-methoxycyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7531	75.31%
Caco-2	-	0.8190	81.90%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7988	79.88%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.9271	92.71%
P-glycoprotein inhibitior	-	0.9695	96.95%
P-glycoprotein substrate	-	0.8900	89.00%
CYP3A4 substrate	+	0.5305	53.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.9416	94.16%
CYP2C9 inhibition	-	0.8773	87.73%
CYP2C19 inhibition	-	0.8993	89.93%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.8138	81.38%
CYP2C8 inhibition	-	0.9670	96.70%
CYP inhibitory promiscuity	-	0.9415	94.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7130	71.30%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.6874	68.74%
Skin irritation	-	0.7675	76.75%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.7023	70.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6352	63.52%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	-	0.6237	62.37%
skin sensitisation	-	0.7078	70.78%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6194	61.94%
Acute Oral Toxicity (c)	III	0.5979	59.79%
Estrogen receptor binding	-	0.8635	86.35%
Androgen receptor binding	-	0.7630	76.30%
Thyroid receptor binding	-	0.7124	71.24%
Glucocorticoid receptor binding	-	0.5931	59.31%
Aromatase binding	-	0.7990	79.90%
PPAR gamma	-	0.5906	59.06%
Honey bee toxicity	-	0.8747	87.47%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7257	72.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.86%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	87.89%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.19%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.50%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.87%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.38%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.08%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 195955
• LOTUS: LTS0000169
• wikiData: Q82990357