Hyacinthacine B7

Details

• Internal ID: f8f2df29-8569-4aaa-aa0a-8f30802e146c
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1S,2R,3R,5S,7R,8R)-3-(hydroxymethyl)-5-methyl-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,7-triol
• SMILES (Canonical): CC1CC(C2N1C(C(C2O)O)CO)O
• SMILES (Isomeric): C[C@H]1C[C@H]([C@H]2N1[C@@H]([C@H]([C@H]2O)O)CO)O
• InChI: InChI=1S/C9H17NO4/c1-4-2-6(12)7-9(14)8(13)5(3-11)10(4)7/h4-9,11-14H,2-3H2,1H3/t4-,5+,6+,7+,8+,9-/m0/s1
• InChI Key: PIBHCJDPQRCONN-ZLFMKPOPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₇NO₄
• Molecular Weight: 203.24 g/mol
• Exact Mass: 203.11575802 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.09
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• CHEMBL437108
• (1S,2R,3R,5S,7R,8R)-3-(hydroxymethyl)-5-methyl-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,7-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8367	83.67%
Caco-2	-	0.8126	81.26%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Lysosomes	0.6218	62.18%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.9608	96.08%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9521	95.21%
P-glycoprotein inhibitior	-	0.9761	97.61%
P-glycoprotein substrate	-	0.8210	82.10%
CYP3A4 substrate	-	0.5882	58.82%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	+	0.5541	55.41%
CYP3A4 inhibition	-	0.9638	96.38%
CYP2C9 inhibition	-	0.9034	90.34%
CYP2C19 inhibition	-	0.9180	91.80%
CYP2D6 inhibition	-	0.9226	92.26%
CYP1A2 inhibition	-	0.8664	86.64%
CYP2C8 inhibition	-	0.9676	96.76%
CYP inhibitory promiscuity	-	0.9704	97.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5932	59.32%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7736	77.36%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6614	66.14%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	-	0.8794	87.94%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5676	56.76%
Acute Oral Toxicity (c)	III	0.5537	55.37%
Estrogen receptor binding	-	0.8974	89.74%
Androgen receptor binding	-	0.6482	64.82%
Thyroid receptor binding	-	0.7709	77.09%
Glucocorticoid receptor binding	-	0.8274	82.74%
Aromatase binding	-	0.8757	87.57%
PPAR gamma	-	0.8685	86.85%
Honey bee toxicity	-	0.8641	86.41%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.9375	93.75%

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	97.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.11%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.60%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.23%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.00%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.19%	85.14%

Plants that contains it

• Ledebouria socialis
• Scilla sodalicia

Cross-Links

• PubChem: 16736266
• NPASS: NPC266242
• LOTUS: LTS0014798
• wikiData: Q105209398