(2S,3R,4S)-2-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-ethenyl-4-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-3,4-dihydro-2H-pyran-5-carboxylic acid

Details

• Internal ID: 73df5d55-c967-4fc0-be9f-904005c07771
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S)-2-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-ethenyl-4-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-3,4-dihydro-2H-pyran-5-carboxylic acid
• SMILES (Canonical): C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)OC3C(C(C(C(O3)CO)O)O)O)O)C(=O)O)CC4C5=C(CCN4)C6=CC=CC=C6N5
• SMILES (Isomeric): C=C[C@@H]1[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C(=O)O)C[C@H]4C5=C(CCN4)C6=CC=CC=C6N5
• InChI: InChI=1S/C32H42N2O14/c1-2-13-16(9-19-22-15(7-8-33-19)14-5-3-4-6-18(14)34-22)17(29(42)43)12-44-30(13)48-32-27(41)28(24(38)21(11-36)46-32)47-31-26(40)25(39)23(37)20(10-35)45-31/h2-6,12-13,16,19-21,23-28,30-41H,1,7-11H2,(H,42,43)/t13-,16+,19+,20-,21-,23-,24-,25+,26-,27-,28+,30+,31-,32+/m1/s1
• InChI Key: DXEZUIAMRRYDKM-ACTRXMGBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂N₂O₁₄
• Molecular Weight: 678.70 g/mol
• Exact Mass: 678.26360402 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8398	83.98%
Caco-2	-	0.8935	89.35%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Nucleus	0.4245	42.45%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.7992	79.92%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9420	94.20%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9040	90.40%
P-glycoprotein inhibitior	+	0.5924	59.24%
P-glycoprotein substrate	-	0.5578	55.78%
CYP3A4 substrate	+	0.6906	69.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.9069	90.69%
CYP2C9 inhibition	-	0.8366	83.66%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.7617	76.17%
CYP1A2 inhibition	-	0.6173	61.73%
CYP2C8 inhibition	+	0.6844	68.44%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6807	68.07%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9299	92.99%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.5923	59.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.8317	83.17%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.8214	82.14%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7098	70.98%
Acute Oral Toxicity (c)	III	0.6114	61.14%
Estrogen receptor binding	+	0.7908	79.08%
Androgen receptor binding	+	0.7290	72.90%
Thyroid receptor binding	+	0.5431	54.31%
Glucocorticoid receptor binding	+	0.5598	55.98%
Aromatase binding	+	0.6113	61.13%
PPAR gamma	+	0.7428	74.28%
Honey bee toxicity	-	0.6964	69.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8009	80.09%

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	99.06%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.39%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.29%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	93.48%	94.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.79%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.16%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.55%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.52%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.88%	94.08%
CHEMBL5028	O14672	ADAM10	85.96%	97.50%
CHEMBL2581	P07339	Cathepsin D	85.66%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.94%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.02%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.89%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.64%	91.71%
CHEMBL220	P22303	Acetylcholinesterase	81.68%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.26%	92.62%

Plants that contains it

• Hunteria zeylanica

Cross-Links

• PubChem: 21586926
• LOTUS: LTS0172083
• wikiData: Q105362571