Isobornyl thiocyanatoacetate

Details

• Internal ID: fbacf0c8-2b35-4e8d-aa07-c92155319548
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl) 2-thiocyanatoacetate
• SMILES (Canonical): CC1(C2CCC1(C(C2)OC(=O)CSC#N)C)C
• SMILES (Isomeric): CC1(C2CCC1(C(C2)OC(=O)CSC#N)C)C
• InChI: InChI=1S/C13H19NO2S/c1-12(2)9-4-5-13(12,3)10(6-9)16-11(15)7-17-8-14/h9-10H,4-7H2,1-3H3
• InChI Key: IXEVGHXRXDBAOB-UHFFFAOYSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₂S
• Molecular Weight: 253.36 g/mol
• Exact Mass: 253.11365002 g/mol
• Topological Polar Surface Area (TPSA): 75.40 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Bornate
• Cidalon
• Thanisol
• Isobornyl thiocyanatoacetate
• Terpinyl thiocyanoacetate
• 20285-28-3
• Isoborneol, thiocyanatoacetate
• ENT 92
• Caswell No. 503
• NSC 3552
• Thanite (hercules powder)
• Thiocyanatoacetic acid isobornyl ester
• HSDB 1727
• Acetic acid, thiocyanato-, isobornyl ester, exo-
• EINECS 204-081-5
• EPA Pesticide Chemical Code 047101
• Isobornyl thiocyanatoacetate, technical
• BRN 2458720
• Acetic acid, thiocyanato-, isobornyl ester
• AI3-00092
• Isobornyl thiocyano acetate
• Thiocyanoactate d'isobornyle
• 1,7,7-Trimethylnorbornan-2-yl thiocyanoacetate
• Isobornylester kyseliny thiokyanatooctove [Czech]
• 5339-57-1
• 1,7,7-Trimethylbicyclo(2,2,1)hept-2-ylthiocyanatoacetate
• exo-1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl thiocyanatoacetate
• Thiocyanatoacetic acid 1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester
• Acetic acid, thiocyanato-, (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, rel-
• Acetic acid, thiocyanato-, 1,7,7-trimethylbicyclo(2,2,1)hept-2-yl ester, exo-
• Acetic acid, thiocyanato-, 1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester, exo-
• Isoborneol thiocyanatoacetate
• 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl thiocyanatoacetate
• 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl thiocyanatoacetate
• SCHEMBL790530
• 1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl (cyanosulfanyl)acetate #
• DTXSID10859208
• 2-Thiocyanatoacetic acid rel-(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester
• Acetic acid, thiocyanato-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, exo-
• IXEVGHXRXDBAOB-UHFFFAOYSA-N
• Acetic acid, thiocyanato-, (1R,2R,4R)-1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester, rel-
• 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl (cyanothio)acetate
• (1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl) 2-thiocyanatoacetate
• 1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl (thiocyanato)acetate
• Acetic acid, thiocyanato-, 1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.7761	77.61%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7465	74.65%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8703	87.03%
P-glycoprotein inhibitior	-	0.8824	88.24%
P-glycoprotein substrate	-	0.8733	87.33%
CYP3A4 substrate	+	0.6378	63.78%
CYP2C9 substrate	-	0.5853	58.53%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.9287	92.87%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6557	65.57%
CYP inhibitory promiscuity	-	0.9043	90.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9382	93.82%
Eye irritation	-	0.6407	64.07%
Skin irritation	-	0.6480	64.80%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6674	66.74%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5364	53.64%
skin sensitisation	+	0.4850	48.50%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5479	54.79%
Acute Oral Toxicity (c)	III	0.7756	77.56%
Estrogen receptor binding	-	0.4812	48.12%
Androgen receptor binding	-	0.7618	76.18%
Thyroid receptor binding	-	0.5831	58.31%
Glucocorticoid receptor binding	-	0.6303	63.03%
Aromatase binding	-	0.6953	69.53%
PPAR gamma	-	0.5750	57.50%
Honey bee toxicity	-	0.6839	68.39%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.8645	86.45%
Fish aquatic toxicity	+	0.9717	97.17%

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	98.89%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.13%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.76%	97.09%
CHEMBL1871	P10275	Androgen Receptor	89.61%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.70%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.23%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	84.90%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.16%	82.69%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.83%	100.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	81.23%	92.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.93%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.75%	92.62%
CHEMBL4040	P28482	MAP kinase ERK2	80.53%	83.82%
CHEMBL299	P17252	Protein kinase C alpha	80.44%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	80.41%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.15%	100.00%

Plants that contains it

• Illicium verum

Cross-Links

• PubChem: 8267
• NPASS: NPC85871
• LOTUS: LTS0269958
• wikiData: Q105122112