13-[3,4-Dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1,9,13-trihydroxytridecan-4-one

Details

• Internal ID: 4d19d9eb-b449-4eba-818f-50b061e71620
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: 13-[3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1,9,13-trihydroxytridecan-4-one
• SMILES (Canonical): C(CCC(=O)CCCO)CC(CCCC(C1C(C(C(N1)CO)O)O)O)O
• SMILES (Isomeric): C(CCC(=O)CCCO)CC(CCCC(C1C(C(C(N1)CO)O)O)O)O
• InChI: InChI=1S/C18H35NO7/c20-10-4-8-13(23)6-2-1-5-12(22)7-3-9-15(24)16-18(26)17(25)14(11-21)19-16/h12,14-22,24-26H,1-11H2
• InChI Key: IRZPHQYUBDNBAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₅NO₇
• Molecular Weight: 377.50 g/mol
• Exact Mass: 377.24135246 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.16
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• 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	-	0.8648	86.48%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9415	94.15%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9508	95.08%
P-glycoprotein inhibitior	-	0.8295	82.95%
P-glycoprotein substrate	-	0.5767	57.67%
CYP3A4 substrate	+	0.5137	51.37%
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	-	0.8460	84.60%
CYP inhibitory promiscuity	-	0.9848	98.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7278	72.78%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.9342	93.42%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.8832	88.32%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3694	36.94%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.7357	73.57%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5592	55.92%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	-	0.7053	70.53%
Androgen receptor binding	-	0.6986	69.86%
Thyroid receptor binding	-	0.5199	51.99%
Glucocorticoid receptor binding	-	0.6396	63.96%
Aromatase binding	-	0.4936	49.36%
PPAR gamma	-	0.5911	59.11%
Honey bee toxicity	-	0.8527	85.27%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8900	89.00%
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	97.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.26%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.90%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.62%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.26%	98.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.00%	97.29%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.00%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.57%	97.25%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	83.47%	94.55%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.34%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.34%	91.11%

Plants that contains it

• Broussonetia kazinoki
• Broussonetia papyrifera

Cross-Links

• PubChem: 85267232
• LOTUS: LTS0236016
• wikiData: Q105119324