13-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1-hydroxytridecan-4-one

Details

• Internal ID: 5ffe3774-f60c-4701-bf0b-5601f38bb7d5
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: 13-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1-hydroxytridecan-4-one
• SMILES (Canonical): C(CCCCC1C(C(C(N1)CO)O)O)CCCCC(=O)CCCO
• SMILES (Isomeric): C(CCCC[C@@H]1[C@H]([C@H]([C@H](N1)CO)O)O)CCCCC(=O)CCCO
• InChI: InChI=1S/C18H35NO5/c20-12-8-10-14(22)9-6-4-2-1-3-5-7-11-15-17(23)18(24)16(13-21)19-15/h15-21,23-24H,1-13H2/t15-,16-,17-,18+/m1/s1
• InChI Key: QZTNFEXLVDIXEF-TVFCKZIOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₅NO₅
• Molecular Weight: 345.50 g/mol
• Exact Mass: 345.25152322 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7956	79.56%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8008	80.08%
P-glycoprotein inhibitior	-	0.8406	84.06%
P-glycoprotein substrate	-	0.7666	76.66%
CYP3A4 substrate	-	0.5589	55.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3834	38.34%
CYP3A4 inhibition	-	0.9838	98.38%
CYP2C9 inhibition	-	0.9457	94.57%
CYP2C19 inhibition	-	0.9539	95.39%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8385	83.85%
CYP2C8 inhibition	-	0.8799	87.99%
CYP inhibitory promiscuity	-	0.9848	98.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7278	72.78%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.8479	84.79%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.8832	88.32%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6626	66.26%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6891	68.91%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4526	45.26%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	-	0.7107	71.07%
Androgen receptor binding	-	0.6559	65.59%
Thyroid receptor binding	-	0.5831	58.31%
Glucocorticoid receptor binding	-	0.6239	62.39%
Aromatase binding	-	0.5910	59.10%
PPAR gamma	+	0.5538	55.38%
Honey bee toxicity	-	0.8937	89.37%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7514	75.14%
Fish aquatic toxicity	-	0.9723	97.23%

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	96.68%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	91.05%	95.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.68%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.98%	97.09%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	85.50%	94.55%
CHEMBL1829	O15379	Histone deacetylase 3	84.54%	95.00%
CHEMBL2581	P07339	Cathepsin D	82.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.35%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.30%	86.92%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.87%	95.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.55%	97.29%
CHEMBL2996	Q05655	Protein kinase C delta	81.50%	97.79%
CHEMBL1865	Q9UBN7	Histone deacetylase 6	81.34%	97.03%
CHEMBL5255	O00206	Toll-like receptor 4	80.22%	92.50%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 10450275
• LOTUS: LTS0010727
• wikiData: Q105232372