(1R,2R,3R,5R,8R)-3,5-bis(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2-diol

Details

• Internal ID: 9270d0a9-964b-423f-911c-135aa190b29e
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1R,2R,3R,5R,8R)-3,5-bis(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2-diol
• SMILES (Canonical): C1CC2C(C(C(N2C1CO)CO)O)O
• SMILES (Isomeric): C1C[C@@H]2[C@H]([C@@H]([C@H](N2[C@H]1CO)CO)O)O
• InChI: InChI=1S/C9H17NO4/c11-3-5-1-2-6-8(13)9(14)7(4-12)10(5)6/h5-9,11-14H,1-4H2/t5-,6-,7-,8-,9-/m1/s1
• InChI Key: FUAWVOXVXRKFNV-JGKVKWKGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₇NO₄
• Molecular Weight: 203.24 g/mol
• Exact Mass: 203.11575802 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.09
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7293	72.93%
Caco-2	-	0.8911	89.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4634	46.34%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9669	96.69%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9200	92.00%
P-glycoprotein inhibitior	-	0.9823	98.23%
P-glycoprotein substrate	-	0.9202	92.02%
CYP3A4 substrate	-	0.6276	62.76%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	+	0.5956	59.56%
CYP3A4 inhibition	-	0.9818	98.18%
CYP2C9 inhibition	-	0.8634	86.34%
CYP2C19 inhibition	-	0.9244	92.44%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.7390	73.90%
CYP2C8 inhibition	-	0.9495	94.95%
CYP inhibitory promiscuity	-	0.9608	96.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5895	58.95%
Eye corrosion	-	0.9710	97.10%
Eye irritation	-	0.6261	62.61%
Skin irritation	-	0.7109	71.09%
Skin corrosion	-	0.8869	88.69%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6557	65.57%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6574	65.74%
skin sensitisation	-	0.8728	87.28%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6005	60.05%
Acute Oral Toxicity (c)	III	0.5048	50.48%
Estrogen receptor binding	-	0.8631	86.31%
Androgen receptor binding	-	0.7036	70.36%
Thyroid receptor binding	-	0.7852	78.52%
Glucocorticoid receptor binding	-	0.6995	69.95%
Aromatase binding	-	0.8570	85.70%
PPAR gamma	-	0.8772	87.72%
Honey bee toxicity	-	0.9159	91.59%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.9189	91.89%

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	94.83%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.81%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.47%	97.09%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	85.88%	95.61%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	85.08%	96.03%
CHEMBL2581	P07339	Cathepsin D	83.36%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.17%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.09%	95.89%

Plants that contains it

• Hyacinthoides hispanica

Cross-Links

• PubChem: 162896325
• LOTUS: LTS0239973
• wikiData: Q105001524