8-Epi-5,6,11-trideoxytetrodotoxin

Details

• Internal ID: 2d206bf2-78d4-47ba-a167-96ecdffdd0d2
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: (1R,5R,6S,8R,9R,12S,13R)-3-amino-5,12,13-trihydroxy-8-methyl-10-oxa-2,4-diazatricyclo[7.3.1.01,6]tridec-3-en-11-one
• SMILES (Canonical): CC1CC2C(N=C(NC23C(C1OC(=O)C3O)O)N)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@H](N=C(N[C@@]23[C@H]([C@@H]1OC(=O)[C@H]3O)O)N)O
• InChI: InChI=1S/C11H17N3O5/c1-3-2-4-8(17)13-10(12)14-11(4)6(15)5(3)19-9(18)7(11)16/h3-8,15-17H,2H2,1H3,(H3,12,13,14)/t3-,4-,5-,6+,7-,8-,11-/m1/s1
• InChI Key: XKPWNEDMIHIMHY-RIFQBPJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇N₃O₅
• Molecular Weight: 271.27 g/mol
• Exact Mass: 271.11682065 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.74
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6123	61.23%
Caco-2	-	0.8930	89.30%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.3867	38.67%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9376	93.76%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9879	98.79%
P-glycoprotein inhibitior	-	0.9162	91.62%
P-glycoprotein substrate	-	0.6406	64.06%
CYP3A4 substrate	+	0.5628	56.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7971	79.71%
CYP3A4 inhibition	-	0.9628	96.28%
CYP2C9 inhibition	-	0.8804	88.04%
CYP2C19 inhibition	-	0.8263	82.63%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8317	83.17%
CYP2C8 inhibition	-	0.9163	91.63%
CYP inhibitory promiscuity	-	0.9701	97.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6396	63.96%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9450	94.50%
Skin irritation	-	0.7753	77.53%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7165	71.65%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.7675	76.75%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6159	61.59%
Acute Oral Toxicity (c)	III	0.5118	51.18%
Estrogen receptor binding	+	0.6473	64.73%
Androgen receptor binding	-	0.5840	58.40%
Thyroid receptor binding	+	0.6597	65.97%
Glucocorticoid receptor binding	+	0.5815	58.15%
Aromatase binding	+	0.5345	53.45%
PPAR gamma	-	0.5455	54.55%
Honey bee toxicity	-	0.8131	81.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.7446	74.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.81%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.18%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.18%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.89%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	92.13%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.58%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.35%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.27%	96.90%

Plants that contains it

• Neopicrorhiza scrophulariiflora
• Tadehagi triquetrum

Cross-Links

• PubChem: 101548057
• NPASS: NPC206114