Hyacinthacine C5

Details

• Internal ID: d24986c8-f6c7-4395-8e5b-6445e2cbc5f6
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1R,2R,3R,5S,6S,7S,8R)-3-(hydroxymethyl)-5-methyl-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,6,7-tetrol
• SMILES (Canonical): CC1C(C(C2N1C(C(C2O)O)CO)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]2N1[C@@H]([C@H]([C@@H]2O)O)CO)O)O
• InChI: InChI=1S/C9H17NO5/c1-3-6(12)8(14)5-9(15)7(13)4(2-11)10(3)5/h3-9,11-15H,2H2,1H3/t3-,4+,5+,6-,7+,8-,9+/m0/s1
• InChI Key: TXKSAMJHOAHOGY-FDQLZJOISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₇NO₅
• Molecular Weight: 219.23 g/mol
• Exact Mass: 219.11067264 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -3.12
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• CHEMBL227057
• BDBM50214377
• (1R,2R,3R,5S,6S,7S,8R)-3-(hydroxymethyl)-5-methyl-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,6,7-tetrol
• [(1R*,2R*,3R*,5S*,6S*,7S*,7a*R)-3-hydroxymethyl-5-methyl-1,2,6,7-tetrahydroxypyrrolizidine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7058	70.58%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Lysosomes	0.5091	50.91%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9505	95.05%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9433	94.33%
P-glycoprotein inhibitior	-	0.9700	97.00%
P-glycoprotein substrate	-	0.9068	90.68%
CYP3A4 substrate	-	0.6181	61.81%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	+	0.4825	48.25%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.8869	88.69%
CYP2C19 inhibition	-	0.9248	92.48%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	-	0.7949	79.49%
CYP2C8 inhibition	-	0.9695	96.95%
CYP inhibitory promiscuity	-	0.9226	92.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9552	95.52%
Skin irritation	-	0.7501	75.01%
Skin corrosion	-	0.8949	89.49%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6433	64.33%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8685	86.85%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4597	45.97%
Acute Oral Toxicity (c)	III	0.5293	52.93%
Estrogen receptor binding	-	0.8896	88.96%
Androgen receptor binding	-	0.6823	68.23%
Thyroid receptor binding	-	0.7133	71.33%
Glucocorticoid receptor binding	-	0.8151	81.51%
Aromatase binding	-	0.8291	82.91%
PPAR gamma	-	0.8476	84.76%
Honey bee toxicity	-	0.8495	84.95%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.9546	95.46%

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	96.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.09%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.61%	86.92%
CHEMBL4040	P28482	MAP kinase ERK2	81.05%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	80.71%	95.93%

Plants that contains it

• Ledebouria socialis
• Scilla sodalicia

Cross-Links

• PubChem: 16737239
• NPASS: NPC163538
• ChEMBL: CHEMBL227057
• LOTUS: LTS0137534
• wikiData: Q105266819