(2R,3R,4R,5R)-2-[(1S,2S)-1,2-dihydroxypropyl]-5-(hydroxymethyl)pyrrolidine-3,4-diol

Details

• Internal ID: 6318fae7-059c-446f-b977-a2c97acacefa
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: (2R,3R,4R,5R)-2-[(1S,2S)-1,2-dihydroxypropyl]-5-(hydroxymethyl)pyrrolidine-3,4-diol
• InChI: InChI=1S/C8H17NO5/c1-3(11)6(12)5-8(14)7(13)4(2-10)9-5/h3-14H,2H2,1H3/t3-,4+,5+,6+,7+,8+/m0/s1
• InChI Key: ZMTBYYBYWVFJCL-GUHFPMLUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₇NO₅
• Molecular Weight: 207.22 g/mol
• Exact Mass: 207.11067264 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -3.22
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7896	78.96%
Caco-2	-	0.9569	95.69%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4225	42.25%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9711	97.11%
P-glycoprotein inhibitior	-	0.9669	96.69%
P-glycoprotein substrate	-	0.7898	78.98%
CYP3A4 substrate	-	0.6316	63.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3873	38.73%
CYP3A4 inhibition	-	0.9824	98.24%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9617	96.17%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.9004	90.04%
CYP2C8 inhibition	-	0.9631	96.31%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7187	71.87%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9831	98.31%
Skin irritation	-	0.7518	75.18%
Skin corrosion	-	0.8119	81.19%
Ames mutagenesis	-	0.6483	64.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.6274	62.74%
Micronuclear	+	0.6574	65.74%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5568	55.68%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	-	0.8270	82.70%
Androgen receptor binding	-	0.8017	80.17%
Thyroid receptor binding	-	0.5522	55.22%
Glucocorticoid receptor binding	-	0.6772	67.72%
Aromatase binding	-	0.6794	67.94%
PPAR gamma	-	0.8037	80.37%
Honey bee toxicity	-	0.9114	91.14%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.9700	97.00%
Fish aquatic toxicity	-	0.9835	98.35%

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	96.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.87%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.75%	97.25%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.08%	97.23%
CHEMBL2996	Q05655	Protein kinase C delta	85.43%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.26%	96.47%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	85.11%	94.55%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.61%	97.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.95%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.18%	94.45%
CHEMBL2885	P07451	Carbonic anhydrase III	80.90%	87.45%

Plants that contains it

• Scilla peruviana

Cross-Links

• PubChem: 163046460
• LOTUS: LTS0047129
• wikiData: Q105379710