[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[4-(isothiocyanatomethyl)phenoxy]-6-methyloxan-3-yl] acetate

Details

• Internal ID: 9632ee62-ec85-4a79-80e5-31e9aca12268
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[4-(isothiocyanatomethyl)phenoxy]-6-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)CN=C=S)OC(=O)C)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)CN=C=S)OC(=O)C)O)O
• InChI: InChI=1S/C16H19NO6S/c1-9-13(19)14(20)15(22-10(2)18)16(21-9)23-12-5-3-11(4-6-12)7-17-8-24/h3-6,9,13-16,19-20H,7H2,1-2H3/t9-,13-,14+,15+,16-/m0/s1
• InChI Key: NHFOSXIOFJJQTP-FSDJSFAOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₆S
• Molecular Weight: 353.40 g/mol
• Exact Mass: 353.09330850 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5610	56.10%
Caco-2	-	0.5983	59.83%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7782	77.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.9210	92.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5981	59.81%
P-glycoprotein inhibitior	-	0.6712	67.12%
P-glycoprotein substrate	-	0.8236	82.36%
CYP3A4 substrate	+	0.5872	58.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8788	87.88%
CYP3A4 inhibition	-	0.6716	67.16%
CYP2C9 inhibition	-	0.8349	83.49%
CYP2C19 inhibition	-	0.7633	76.33%
CYP2D6 inhibition	-	0.8659	86.59%
CYP1A2 inhibition	-	0.6658	66.58%
CYP2C8 inhibition	-	0.7146	71.46%
CYP inhibitory promiscuity	-	0.5400	54.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.6798	67.98%
Eye corrosion	-	0.9719	97.19%
Eye irritation	-	0.9569	95.69%
Skin irritation	-	0.7334	73.34%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6090	60.90%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	-	0.7749	77.49%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8765	87.65%
Acute Oral Toxicity (c)	III	0.6373	63.73%
Estrogen receptor binding	-	0.5898	58.98%
Androgen receptor binding	-	0.6916	69.16%
Thyroid receptor binding	+	0.6472	64.72%
Glucocorticoid receptor binding	+	0.6891	68.91%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5625	56.25%
Honey bee toxicity	-	0.6699	66.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5550	55.50%
Fish aquatic toxicity	+	0.8245	82.45%

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	97.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.95%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.43%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	89.97%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	89.28%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.98%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	88.74%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.66%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.18%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.95%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.88%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.38%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.99%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.44%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.65%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.08%	81.11%
CHEMBL1944	P08473	Neprilysin	80.77%	92.63%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.01%	90.24%

Plants that contains it

• Calamus draco
• Excoecaria acerifolia
• Garrya laurifolia
• Goupia glabra
• Laggera alata
• Medinilla magnifica
• Mesua ferrea
• Moringa oleifera
• Onobrychis bobrovii
• Papaver persicum
• Petteria ramentacea
• Senecio cathcartensis
• Sequoia sempervirens
• Syncarpha gnaphaloides

Cross-Links

• PubChem: 46933086
• NPASS: NPC136951
• ChEMBL: CHEMBL1223891
• LOTUS: LTS0233992
• wikiData: Q105179360