1-Phenylbutane-2,3-diol

Details

• Internal ID: de3efe14-8da3-4936-b4e7-65d455d880ab
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: 1-phenylbutane-2,3-diol
• SMILES (Canonical): CC(C(CC1=CC=CC=C1)O)O
• SMILES (Isomeric): CC(C(CC1=CC=CC=C1)O)O
• InChI: InChI=1S/C10H14O2/c1-8(11)10(12)7-9-5-3-2-4-6-9/h2-6,8,10-12H,7H2,1H3
• InChI Key: WHYBHJWYBIXOPS-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 5381-89-5
• 1-phenyl-2,3-butanediol
• 1-Phenylbutan-2,3-diol
• SCHEMBL107335
• DTXSID80968598
• WHYBHJWYBIXOPS-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.7889	78.89%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6990	69.90%
OATP2B1 inhibitior	-	0.8699	86.99%
OATP1B1 inhibitior	+	0.9423	94.23%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9099	90.99%
P-glycoprotein inhibitior	-	0.9863	98.63%
P-glycoprotein substrate	-	0.9398	93.98%
CYP3A4 substrate	-	0.7796	77.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3895	38.95%
CYP3A4 inhibition	-	0.9512	95.12%
CYP2C9 inhibition	-	0.8816	88.16%
CYP2C19 inhibition	-	0.8604	86.04%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	-	0.7677	76.77%
CYP2C8 inhibition	-	0.9815	98.15%
CYP inhibitory promiscuity	-	0.9265	92.65%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6719	67.19%
Carcinogenicity (trinary)	Non-required	0.6783	67.83%
Eye corrosion	-	0.6977	69.77%
Eye irritation	-	0.7598	75.98%
Skin irritation	+	0.7986	79.86%
Skin corrosion	-	0.6060	60.60%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6364	63.64%
Micronuclear	-	0.7982	79.82%
Hepatotoxicity	+	0.5154	51.54%
skin sensitisation	+	0.8683	86.83%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7245	72.45%
Acute Oral Toxicity (c)	III	0.8178	81.78%
Estrogen receptor binding	-	0.9099	90.99%
Androgen receptor binding	-	0.8369	83.69%
Thyroid receptor binding	-	0.8514	85.14%
Glucocorticoid receptor binding	-	0.8385	83.85%
Aromatase binding	-	0.9263	92.63%
PPAR gamma	-	0.7453	74.53%
Honey bee toxicity	-	0.9771	97.71%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.5859	58.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.44%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.66%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.64%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.58%	95.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.19%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.59%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.17%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.47%	94.62%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 6428983
• LOTUS: LTS0238272
• wikiData: Q82951442