(2R,3R)-1,4-diphenylbutane-2,3-diol

Details

• Internal ID: 2da6f82d-46a0-4496-b695-070ccb2ba139
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (2R,3R)-1,4-diphenylbutane-2,3-diol
• InChI: InChI=1S/C16H18O2/c17-15(11-13-7-3-1-4-8-13)16(18)12-14-9-5-2-6-10-14/h1-10,15-18H,11-12H2/t15-,16-/m1/s1
• InChI Key: JCMRRROPOPSQLE-HZPDHXFCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₂
• Molecular Weight: 242.31 g/mol
• Exact Mass: 242.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9780	97.80%
Caco-2	+	0.8383	83.83%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7363	73.63%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.9653	96.53%
OATP1B3 inhibitior	+	0.9040	90.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7520	75.20%
P-glycoprotein inhibitior	-	0.9231	92.31%
P-glycoprotein substrate	-	0.9762	97.62%
CYP3A4 substrate	-	0.8187	81.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4208	42.08%
CYP3A4 inhibition	-	0.9024	90.24%
CYP2C9 inhibition	-	0.6874	68.74%
CYP2C19 inhibition	-	0.6114	61.14%
CYP2D6 inhibition	-	0.8884	88.84%
CYP1A2 inhibition	+	0.5161	51.61%
CYP2C8 inhibition	-	0.9703	97.03%
CYP inhibitory promiscuity	-	0.7241	72.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9435	94.35%
Eye irritation	+	0.8507	85.07%
Skin irritation	+	0.5065	50.65%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7070	70.70%
Micronuclear	-	0.7273	72.73%
Hepatotoxicity	+	0.6070	60.70%
skin sensitisation	+	0.7994	79.94%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7920	79.20%
Acute Oral Toxicity (c)	III	0.8320	83.20%
Estrogen receptor binding	+	0.6683	66.83%
Androgen receptor binding	-	0.6195	61.95%
Thyroid receptor binding	-	0.6554	65.54%
Glucocorticoid receptor binding	-	0.8226	82.26%
Aromatase binding	-	0.6044	60.44%
PPAR gamma	+	0.5781	57.81%
Honey bee toxicity	-	0.9616	96.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8072	80.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.11%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.20%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.21%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.14%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.08%	95.50%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.81%	93.81%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.78%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	80.10%	90.20%

Plants that contains it

• Bourreria pulchra

Cross-Links

• PubChem: 11983937
• LOTUS: LTS0246448
• wikiData: Q105124982