1-(Hydroxymethyl)-2,3,5,6,7,8-hexahydropyrrolizin-1-ol

Details

• Internal ID: ea60cf3d-b652-4212-92ba-d932c495809b
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: 1-(hydroxymethyl)-2,3,5,6,7,8-hexahydropyrrolizin-1-ol
• InChI: InChI=1S/C8H15NO2/c10-6-8(11)3-5-9-4-1-2-7(8)9/h7,10-11H,1-6H2
• InChI Key: BVBVPQCRUAZHFR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.21 g/mol
• Exact Mass: 157.110278721 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.42
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• AKOS021175588

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9712	97.12%
Caco-2	-	0.6047	60.47%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.6503	65.03%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9615	96.15%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8978	89.78%
P-glycoprotein inhibitior	-	0.9881	98.81%
P-glycoprotein substrate	-	0.9295	92.95%
CYP3A4 substrate	-	0.5540	55.40%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	+	0.5378	53.78%
CYP3A4 inhibition	-	0.9441	94.41%
CYP2C9 inhibition	-	0.9084	90.84%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.8600	86.00%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	-	0.9718	97.18%
CYP inhibitory promiscuity	-	0.9767	97.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4828	48.28%
Eye corrosion	-	0.9533	95.33%
Eye irritation	+	0.8701	87.01%
Skin irritation	-	0.6326	63.26%
Skin corrosion	-	0.7013	70.13%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6510	65.10%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8353	83.53%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7016	70.16%
Acute Oral Toxicity (c)	III	0.5605	56.05%
Estrogen receptor binding	-	0.9314	93.14%
Androgen receptor binding	-	0.7161	71.61%
Thyroid receptor binding	-	0.8550	85.50%
Glucocorticoid receptor binding	-	0.7129	71.29%
Aromatase binding	-	0.8644	86.44%
PPAR gamma	-	0.9007	90.07%
Honey bee toxicity	-	0.9347	93.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.98%	97.25%
CHEMBL238	Q01959	Dopamine transporter	90.33%	95.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.03%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.66%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	87.55%	98.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.35%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.90%	91.03%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	85.30%	96.03%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.27%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.89%	95.83%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.52%	91.11%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	82.14%	95.61%
CHEMBL233	P35372	Mu opioid receptor	81.34%	97.93%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.20%	99.18%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.92%	93.04%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.36%	90.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.05%	82.69%

Plants that contains it

• Heliotropium curassavicum

Cross-Links

• PubChem: 82856687
• LOTUS: LTS0016954
• wikiData: Q104946446