1-(4-Hydroxy-3-methoxyphenyl)octane-3,5-diol

Details

• Internal ID: f5c5ace0-60fb-4cc0-87be-cb7b33b595ad
• Taxonomy: Benzenoids > Phenols > Methoxyphenols > Gingerdiols
• IUPAC Name: 1-(4-hydroxy-3-methoxyphenyl)octane-3,5-diol
• SMILES (Canonical): CCCC(CC(CCC1=CC(=C(C=C1)O)OC)O)O
• SMILES (Isomeric): CCCC(CC(CCC1=CC(=C(C=C1)O)OC)O)O
• InChI: InChI=1S/C15H24O4/c1-3-4-12(16)10-13(17)7-5-11-6-8-14(18)15(9-11)19-2/h6,8-9,12-13,16-18H,3-5,7,10H2,1-2H3
• InChI Key: SVZGCYLXISBVQK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9471	94.71%
Caco-2	+	0.6741	67.41%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8303	83.03%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9181	91.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6389	63.89%
P-glycoprotein inhibitior	-	0.9502	95.02%
P-glycoprotein substrate	+	0.5595	55.95%
CYP3A4 substrate	-	0.5320	53.20%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.4840	48.40%
CYP3A4 inhibition	-	0.6782	67.82%
CYP2C9 inhibition	-	0.7885	78.85%
CYP2C19 inhibition	-	0.6944	69.44%
CYP2D6 inhibition	-	0.8009	80.09%
CYP1A2 inhibition	+	0.5312	53.12%
CYP2C8 inhibition	+	0.6637	66.37%
CYP inhibitory promiscuity	-	0.7609	76.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.7201	72.01%
Eye corrosion	-	0.9679	96.79%
Eye irritation	-	0.7810	78.10%
Skin irritation	-	0.6145	61.45%
Skin corrosion	-	0.8507	85.07%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5620	56.20%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8243	82.43%
Acute Oral Toxicity (c)	III	0.7153	71.53%
Estrogen receptor binding	+	0.8316	83.16%
Androgen receptor binding	-	0.5357	53.57%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	-	0.5197	51.97%
Aromatase binding	-	0.6503	65.03%
PPAR gamma	+	0.5901	59.01%
Honey bee toxicity	-	0.9029	90.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9258	92.58%

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	97.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.21%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	89.97%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.27%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.12%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.81%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.47%	95.17%
CHEMBL1255126	O15151	Protein Mdm4	85.71%	90.20%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.09%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.24%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.76%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.67%	90.71%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.94%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.73%	95.89%

Plants that contains it

• Scutellaria baicalensis
• Zingiber officinale

Cross-Links

• PubChem: 5318276
• NPASS: NPC61104