Trichoviridin

Details

• Internal ID: d65624d8-c0ee-401a-a499-8f3668ce37f0
• Taxonomy: Organoheterocyclic compounds > Dioxepanes > 1,4-dioxepanes
• IUPAC Name: (1R,2S,4R,5R,6S)-5-[(1S)-1-hydroxyethyl]-1-isocyano-3,7-dioxatricyclo[4.1.0.02,4]heptan-5-ol
• SMILES (Canonical): CC(C1(C2C(O2)C3(C1O3)[N+]#[C-])O)O
• SMILES (Isomeric): C[C@@H]([C@]1([C@H]2[C@H](O2)[C@@]3([C@H]1O3)[N+]#[C-])O)O
• InChI: InChI=1S/C8H9NO4/c1-3(10)7(11)4-5(12-4)8(9-2)6(7)13-8/h3-6,10-11H,1H3/t3-,4+,5-,6-,7+,8+/m0/s1
• InChI Key: GVXPCFBDZAWTNL-NOVZGDRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉NO₄
• Molecular Weight: 183.16 g/mol
• Exact Mass: 183.05315777 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• Isonitrin C
• Trichoviridine
• 56283-32-0
• 3PQ1X3VQY2
• UNII-3PQ1X3VQY2
• 3,7-Dioxatricyclo(4.1.0.0(sup 2,4))heptane-5-methanol, 5-hydroxy-1-isocyano-alpha-methyl-, (1R-(1-alpha,2-beta,4-beta,5-alpha,5(S*),6-alpha))-
• Q27257872
• 3,7-DIOXATRICYCLO(4.1.0.02,4)HEPTANE-5-METHANOL, 5-HYDROXY-1-ISOCYANO-.ALPHA.-METHYL-, (.ALPHA.S,1R,2S,4R,5R,6S)-
• 3,7-DIOXATRICYCLO(4.1.0.02,4)HEPTANE-5-METHANOL, 5-HYDROXY-1-ISOCYANO-.ALPHA.-METHYL-, (1R-(1.ALPHA.,2.BETA.,4.BETA.,5.ALPHA.,5(S*),6.ALPHA.))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6461	64.61%
Caco-2	-	0.7586	75.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4431	44.31%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9539	95.39%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9395	93.95%
P-glycoprotein inhibitior	-	0.9719	97.19%
P-glycoprotein substrate	-	0.8762	87.62%
CYP3A4 substrate	-	0.5474	54.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8243	82.43%
CYP3A4 inhibition	-	0.9532	95.32%
CYP2C9 inhibition	-	0.8396	83.96%
CYP2C19 inhibition	-	0.7609	76.09%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.7603	76.03%
CYP2C8 inhibition	-	0.9662	96.62%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5880	58.80%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.6360	63.60%
Skin irritation	-	0.7364	73.64%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8590	85.90%
Micronuclear	+	0.6768	67.68%
Hepatotoxicity	+	0.5167	51.67%
skin sensitisation	-	0.8133	81.33%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6042	60.42%
Acute Oral Toxicity (c)	III	0.5523	55.23%
Estrogen receptor binding	-	0.6061	60.61%
Androgen receptor binding	-	0.6670	66.70%
Thyroid receptor binding	-	0.5273	52.73%
Glucocorticoid receptor binding	-	0.7355	73.55%
Aromatase binding	-	0.7539	75.39%
PPAR gamma	+	0.6077	60.77%
Honey bee toxicity	-	0.8112	81.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.9163	91.63%

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	97.99%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.08%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.68%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.70%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.52%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10921167
• LOTUS: LTS0249262
• wikiData: Q27257872