Casuarine

Details

• Internal ID: 98ba7174-623e-44ed-b910-1817ca7128d3
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1R,2R,3R,6S,7S,8R)-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,6,7-tetrol
• InChI: InChI=1S/C8H15NO5/c10-2-3-6(12)8(14)5-7(13)4(11)1-9(3)5/h3-8,10-14H,1-2H2/t3-,4+,5-,6-,7-,8-/m1/s1
• InChI Key: AXTGOJVKRHFYBT-XAZAIFFQSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅NO₅
• Molecular Weight: 205.21 g/mol
• Exact Mass: 205.09502258 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.51
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• 3CU
• SCHEMBL148985
• CHEMBL1230107
• BDBM92460
• Q27453712
• '(1R,2R,3R,6S,7S,7aR)-3-(hydroxymethyl)hexahydro-1H-pyrrolizine-1,2,6,7-tetrol'
• (1R,2R,3R,6S,7S,7aR)-3-(hydroxymethyl)hexahydro-1H-pyrrolizine-1,2,6,7-tetrol
• (1R,2R,3R,6S,7S,8R)-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,6,7-tetrol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8019	80.19%
Caco-2	-	0.9103	91.03%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Lysosomes	0.5294	52.94%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9685	96.85%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9507	95.07%
P-glycoprotein inhibitior	-	0.9793	97.93%
P-glycoprotein substrate	-	0.9264	92.64%
CYP3A4 substrate	-	0.6071	60.71%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	+	0.5149	51.49%
CYP3A4 inhibition	-	0.9934	99.34%
CYP2C9 inhibition	-	0.9206	92.06%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.8443	84.43%
CYP2C8 inhibition	-	0.9893	98.93%
CYP inhibitory promiscuity	-	0.9794	97.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5749	57.49%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.8861	88.61%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.8543	85.43%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6039	60.39%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6214	62.14%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4748	47.48%
Acute Oral Toxicity (c)	III	0.5384	53.84%
Estrogen receptor binding	-	0.9138	91.38%
Androgen receptor binding	-	0.7467	74.67%
Thyroid receptor binding	-	0.7601	76.01%
Glucocorticoid receptor binding	-	0.7652	76.52%
Aromatase binding	-	0.8411	84.11%
PPAR gamma	-	0.8818	88.18%
Honey bee toxicity	-	0.8129	81.29%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.9776	97.76%

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	96.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.28%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.50%	86.92%
CHEMBL2581	P07339	Cathepsin D	82.27%	98.95%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.49%	96.03%

Plants that contains it

• Casuarina equisetifolia

Cross-Links

• PubChem: 9859098
• LOTUS: LTS0021352
• wikiData: Q27453712