(1S,2R,3R,6R,8R)-6-[(3S)-3-hydroxybutyl]-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2-diol

Details

• Internal ID: 433b9340-4a86-4201-9ec3-29d2c28214bb
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1S,2R,3R,6R,8R)-6-[(3S)-3-hydroxybutyl]-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2-diol
• InChI: InChI=1S/C12H23NO4/c1-7(15)2-3-8-4-9-11(16)12(17)10(6-14)13(9)5-8/h7-12,14-17H,2-6H2,1H3/t7-,8+,9+,10+,11-,12+/m0/s1
• InChI Key: ZHRACUBTVDAPDC-HDYISPSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₃NO₄
• Molecular Weight: 245.32 g/mol
• Exact Mass: 245.16270821 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8420	84.20%
Caco-2	-	0.7620	76.20%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5850	58.50%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7541	75.41%
BSEP inhibitior	-	0.9424	94.24%
P-glycoprotein inhibitior	-	0.9715	97.15%
P-glycoprotein substrate	-	0.7513	75.13%
CYP3A4 substrate	-	0.5136	51.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5378	53.78%
CYP3A4 inhibition	-	0.9919	99.19%
CYP2C9 inhibition	-	0.9170	91.70%
CYP2C19 inhibition	-	0.9170	91.70%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	-	0.9787	97.87%
CYP inhibitory promiscuity	-	0.9825	98.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.9348	93.48%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.8955	89.55%
Ames mutagenesis	-	0.7091	70.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6815	68.15%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5889	58.89%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6500	65.00%
Acute Oral Toxicity (c)	III	0.5872	58.72%
Estrogen receptor binding	-	0.7874	78.74%
Androgen receptor binding	-	0.6651	66.51%
Thyroid receptor binding	-	0.5678	56.78%
Glucocorticoid receptor binding	-	0.5981	59.81%
Aromatase binding	-	0.6488	64.88%
PPAR gamma	-	0.8316	83.16%
Honey bee toxicity	-	0.8145	81.45%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	-	0.8831	88.31%

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	98.50%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.82%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.33%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.97%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.54%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.48%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.77%	97.29%
CHEMBL238	Q01959	Dopamine transporter	82.63%	95.88%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.58%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.85%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.68%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.52%	93.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.05%	98.46%

Plants that contains it

• Scilla sodalicia

Cross-Links

• PubChem: 163106873
• LOTUS: LTS0095937
• wikiData: Q105375966