O-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] N-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]methyl]carbamothioate

Details

• Internal ID: 2effd8fa-fc76-4927-9c7a-dbc6b9a92a1a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: O-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] N-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]methyl]carbamothioate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)CNC(=S)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)CNC(=S)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
• InChI: InChI=1S/C20H29NO11S/c1-8-12(23)14(25)16(27)18(29-8)30-10-4-2-9(3-5-10)6-21-20(33)32-19-17(28)15(26)13(24)11(7-22)31-19/h2-5,8,11-19,22-28H,6-7H2,1H3,(H,21,33)/t8-,11-,12-,13-,14+,15+,16-,17-,18+,19-/m1/s1
• InChI Key: BWBSZZRVNVHIOF-RESSWMSFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉NO₁₁S
• Molecular Weight: 491.50 g/mol
• Exact Mass: 491.14613191 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.92
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8328	83.28%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5683	56.83%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6977	69.77%
P-glycoprotein inhibitior	-	0.6611	66.11%
P-glycoprotein substrate	-	0.7320	73.20%
CYP3A4 substrate	+	0.5760	57.60%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	-	0.6776	67.76%
CYP2C19 inhibition	-	0.6378	63.78%
CYP2D6 inhibition	-	0.7847	78.47%
CYP1A2 inhibition	-	0.7356	73.56%
CYP2C8 inhibition	-	0.6957	69.57%
CYP inhibitory promiscuity	+	0.5622	56.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5644	56.44%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9454	94.54%
Skin irritation	-	0.7943	79.43%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4752	47.52%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8454	84.54%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9000	90.00%
Acute Oral Toxicity (c)	III	0.6379	63.79%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6687	66.87%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5203	52.03%
Aromatase binding	-	0.5809	58.09%
PPAR gamma	+	0.5477	54.77%
Honey bee toxicity	-	0.6524	65.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	-	0.5888	58.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.31%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.30%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.03%	95.93%
CHEMBL4208	P20618	Proteasome component C5	87.63%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.08%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.17%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.82%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.81%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.77%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.69%	86.33%
CHEMBL1944	P08473	Neprilysin	80.83%	92.63%

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: 11431835
• NPASS: NPC240756
• LOTUS: LTS0142201
• wikiData: Q104947102