(2S,3R,4S)-2-[(2S,3R,4R,5S,6R)-5-[(2R,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-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: b7b3e5a7-50aa-4f73-ac25-b43f4fe34929
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S)-2-[(2S,3R,4R,5S,6R)-5-[(2R,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-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)OC3C(C(OC(C3O)OC4(C(C(C(O4)CO)O)O)CO)CO)O)O)O)C(=O)O)CC5C6=C(CCN5)C7=CC=CC=C7N6
• 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[C@H]3[C@@H]([C@H](O[C@@H]([C@@H]3O)O[C@]4([C@H]([C@H]([C@H](O4)CO)O)O)CO)CO)O)O)O)C(=O)O)C[C@H]5C6=C(CCN5)C7=CC=CC=C7N6
• InChI: InChI=1S/C38H52N2O19/c1-2-15-18(9-21-25-17(7-8-39-21)16-5-3-4-6-20(16)40-25)19(34(51)52)13-53-35(15)57-36-29(48)28(47)31(24(12-43)55-36)56-32-26(45)22(10-41)54-37(30(32)49)59-38(14-44)33(50)27(46)23(11-42)58-38/h2-6,13,15,18,21-24,26-33,35-37,39-50H,1,7-12,14H2,(H,51,52)/t15-,18+,21+,22-,23-,24-,26-,27+,28-,29-,30-,31-,32+,33+,35+,36+,37-,38+/m1/s1
• InChI Key: MXDVXQNMPCXAQC-IUCOIVGISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₂N₂O₁₉
• Molecular Weight: 840.80 g/mol
• Exact Mass: 840.31642743 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: -5.40
• Atomic LogP (AlogP): -4.05
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7602	76.02%
Caco-2	-	0.8765	87.65%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Nucleus	0.4007	40.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8084	80.84%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9420	94.20%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7967	79.67%
P-glycoprotein inhibitior	+	0.7043	70.43%
P-glycoprotein substrate	+	0.6167	61.67%
CYP3A4 substrate	+	0.7248	72.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	-	0.8417	84.17%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.7845	78.45%
CYP1A2 inhibition	-	0.6537	65.37%
CYP2C8 inhibition	+	0.7690	76.90%
CYP inhibitory promiscuity	-	0.8301	83.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6558	65.58%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.7523	75.23%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.6223	62.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7747	77.47%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8079	80.79%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8313	83.13%
Acute Oral Toxicity (c)	III	0.5957	59.57%
Estrogen receptor binding	+	0.8111	81.11%
Androgen receptor binding	+	0.7508	75.08%
Thyroid receptor binding	+	0.5324	53.24%
Glucocorticoid receptor binding	+	0.5943	59.43%
Aromatase binding	+	0.5740	57.40%
PPAR gamma	+	0.7356	73.56%
Honey bee toxicity	-	0.6322	63.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8117	81.17%

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	99.48%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.70%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.15%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.34%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	93.64%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.42%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.65%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.55%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.17%	94.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.01%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.24%	95.83%
CHEMBL5028	O14672	ADAM10	84.68%	97.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.17%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.52%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.51%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.06%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.86%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	82.62%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.07%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.07%	96.61%

Plants that contains it

• Palicourea coriacea

Cross-Links

• PubChem: 163185299
• LOTUS: LTS0198099
• wikiData: Q105173999