alpha-5-C-(1,3-Dihydroxybutyl)hyacinthacine A1

Details

• Internal ID: 74726a9e-0b41-4901-88e6-d6d9c590cbb1
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1S,2R,3R,5S,8R)-5-(1,3-dihydroxybutyl)-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2-diol
• SMILES (Canonical): CC(CC(C1CCC2N1C(C(C2O)O)CO)O)O
• SMILES (Isomeric): CC(CC([C@@H]1CC[C@H]2N1[C@@H]([C@H]([C@H]2O)O)CO)O)O
• InChI: InChI=1S/C12H23NO5/c1-6(15)4-10(16)7-2-3-8-11(17)12(18)9(5-14)13(7)8/h6-12,14-18H,2-5H2,1H3/t6?,7-,8+,9+,10?,11-,12+/m0/s1
• InChI Key: BWAQHMTWORTVIR-NTMPOCDESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₃NO₅
• Molecular Weight: 261.31 g/mol
• Exact Mass: 261.15762283 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• BDBM50242069
• alpha-5-C-(1,3-Dihydroxybutyl)hyacinthacine A1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8566	85.66%
Caco-2	-	0.8632	86.32%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4931	49.31%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9509	95.09%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8041	80.41%
BSEP inhibitior	-	0.9627	96.27%
P-glycoprotein inhibitior	-	0.9505	95.05%
P-glycoprotein substrate	-	0.7191	71.91%
CYP3A4 substrate	-	0.5195	51.95%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	+	0.5541	55.41%
CYP3A4 inhibition	-	0.9727	97.27%
CYP2C9 inhibition	-	0.9047	90.47%
CYP2C19 inhibition	-	0.9186	91.86%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.8486	84.86%
CYP2C8 inhibition	-	0.9565	95.65%
CYP inhibitory promiscuity	-	0.9737	97.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.9479	94.79%
Skin irritation	-	0.7615	76.15%
Skin corrosion	-	0.9124	91.24%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6304	63.04%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5212	52.12%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5140	51.40%
Acute Oral Toxicity (c)	III	0.5857	58.57%
Estrogen receptor binding	-	0.6626	66.26%
Androgen receptor binding	-	0.5811	58.11%
Thyroid receptor binding	-	0.4884	48.84%
Glucocorticoid receptor binding	-	0.5586	55.86%
Aromatase binding	-	0.7314	73.14%
PPAR gamma	-	0.8494	84.94%
Honey bee toxicity	-	0.8822	88.22%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	-	0.9129	91.29%

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	97.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.60%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.34%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	90.38%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	88.93%	95.93%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.82%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.89%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.86%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.69%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.54%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.04%	97.14%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.91%	98.46%

Plants that contains it

• Scilla peruviana

Cross-Links

• PubChem: 10355288
• LOTUS: LTS0056510
• wikiData: Q104947082