Hyacinthacine A4

Details

• Internal ID: 4880fc15-715c-4cf0-8ab1-9835a83b8cd9
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1S,2R,3S,5S,8R)-3-(hydroxymethyl)-5-methyl-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2-diol
• SMILES (Canonical): CC1CCC2N1C(C(C2O)O)CO
• SMILES (Isomeric): C[C@H]1CC[C@H]2N1[C@H]([C@H]([C@H]2O)O)CO
• InChI: InChI=1S/C9H17NO3/c1-5-2-3-6-8(12)9(13)7(4-11)10(5)6/h5-9,11-13H,2-4H2,1H3/t5-,6+,7-,8-,9+/m0/s1
• InChI Key: AGLLYYHKZWZSKX-QKAWAISNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₇NO₃
• Molecular Weight: 187.24 g/mol
• Exact Mass: 187.12084340 g/mol
• Topological Polar Surface Area (TPSA): 63.90 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEMBL496698
• 3-Hydroxymethyl-5-methyl-hexahydro-pyrrolizine-1,2-diol
• (1S*,2R*,3S*,5S*,7a*R)-1,2-dihydroxy-3-hydroxymethyl-5-methylpyrrolizidine
• 1H-pyrrolizine-1,2-diol, hexahydro-3-(hydroxymethyl)-5-methyl-, (1S,2R,3S,5S,7aR)-
• rel-(1R,2S,3R,5R,7aS)-3-(hydroxymethyl)-5-methylhexahydro-1H-pyrrolizine-1,2-diol
• InChI=1/C9H17NO3/c1-5-2-3-6-8(12)9(13)7(4-11)10(5)6/h5-9,11-13H,2-4H2,1H3/t5-,6+,7-,8-,9+/m0/s

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8830	88.30%
Caco-2	-	0.7981	79.81%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5676	56.76%
OATP2B1 inhibitior	-	0.8458	84.58%
OATP1B1 inhibitior	+	0.9520	95.20%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9324	93.24%
P-glycoprotein inhibitior	-	0.9797	97.97%
P-glycoprotein substrate	-	0.8965	89.65%
CYP3A4 substrate	-	0.5975	59.75%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	+	0.5541	55.41%
CYP3A4 inhibition	-	0.9599	95.99%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.8770	87.70%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.7309	73.09%
CYP2C8 inhibition	-	0.9665	96.65%
CYP inhibitory promiscuity	-	0.9111	91.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.8347	83.47%
Skin irritation	-	0.7369	73.69%
Skin corrosion	-	0.8821	88.21%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6423	64.23%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6145	61.45%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5739	57.39%
Acute Oral Toxicity (c)	III	0.6035	60.35%
Estrogen receptor binding	-	0.9146	91.46%
Androgen receptor binding	-	0.6720	67.20%
Thyroid receptor binding	-	0.7851	78.51%
Glucocorticoid receptor binding	-	0.8431	84.31%
Aromatase binding	-	0.9146	91.46%
PPAR gamma	-	0.8497	84.97%
Honey bee toxicity	-	0.9519	95.19%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.8205	82.05%

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	97.03%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.29%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	90.13%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.44%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.19%	95.89%

Plants that contains it

• Scilla siberica

Cross-Links

• PubChem: 637059
• LOTUS: LTS0019355
• wikiData: Q104911873