Etoposide glucuronide

ID: ALA2074759

Cas Number: 100007-55-4

PubChem CID: 46173784

Max Phase: Preclinical

Molecular Formula: C35H40O19

Molecular Weight: 764.69

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COc1cc([C@@H]2c3cc4c(cc3[C@@H](O[C@@H]3O[C@@H]5CO[C@@H](C)O[C@H]5[C@H](O)[C@H]3O)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI: InChI=1S/C35H40O19/c1-11-46-9-20-30(50-11)25(38)27(40)34(51-20)52-28-14-7-17-16(48-10-49-17)6-13(14)21(22-15(28)8-47-33(22)43)12-4-18(44-2)29(19(5-12)45-3)53-35-26(39)23(36)24(37)31(54-35)32(41)42/h4-7,11,15,20-28,30-31,34-40H,8-10H2,1-3H3,(H,41,42)/t11-,15+,20-,21-,22+,23+,24+,25-,26-,27-,28-,30-,31+,34+,35-/m1/s1

Standard InChI Key: URCVASXWNJQAEH-HDWVWLDDSA-N

Molfile:

     RDKit          2D

 58 65  0  0  0  0  0  0  0  0999 V2000
    6.1711   -4.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4613   -4.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4571   -5.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1670   -6.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8892   -4.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8892   -5.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7431   -3.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7431   -1.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0333   -3.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0333   -2.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4571   -3.1858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7431   -4.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6032   -6.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4571   -2.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5030   -4.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473   -1.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473   -6.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1670   -6.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0270   -6.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1690   -3.5281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3464   -3.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3047   -7.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0312   -6.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530   -7.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7431   -6.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5949   -6.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3172   -5.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836   -1.1356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4696   -0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1335   -7.4404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2817   -8.1085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1711   -1.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4634   -8.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3130   -4.4550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3152   -3.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3152   -1.9498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7409   -7.3360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7494   -5.6826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3005   -8.1502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4821    0.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5824   -8.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4633   -6.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530   -4.0083    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6032   -5.2484    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1670   -2.7724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0250   -1.5324    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7409   -8.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0265   -8.5735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0265   -9.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7409   -9.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4554   -9.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4554   -8.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3120   -9.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3120  -10.6360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5975   -9.3985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7409  -10.6360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1699   -9.8110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1699   -8.1610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  6  1  0
  5  1  1  0
  6  5  1  0
  7 12  1  1
  8 14  1  0
  9  7  1  0
 10  9  1  0
 11  7  1  0
  2 12  1  1
  6 13  1  6
 14 11  1  0
 15  5  1  0
 16  8  1  0
 17  3  2  0
 18  4  2  0
 19 23  2  0
 20 21  1  0
 21  1  1  0
 22 26  2  0
 23 27  1  0
 24 18  1  0
 25 17  1  0
 26 13  1  0
 27 13  2  0
 28 32  1  0
 29 28  1  0
 30 25  1  0
 31 24  1  0
 32 14  1  0
 33 30  1  0
 34 15  2  0
  9 35  1  6
 10 36  1  1
 37 19  1  0
 38 23  1  0
 39 22  1  0
 29 40  1  6
 41 39  1  0
 42 38  1  0
  1 43  1  6
  5 44  1  1
 14 45  1  6
  8 46  1  1
 20 15  1  0
  3  4  1  0
 25 24  2  0
 19 22  1  0
  8 10  1  0
 31 33  1  0
 16 29  1  0
 47 37  1  1
 47 48  1  0
 52 47  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 49 53  1  1
 53 54  1  0
 53 55  2  0
 50 56  1  6
 51 57  1  1
 52 58  1  6
M  END

Associated Targets(Human)

MRP3 Multidrug resistance associated protein (78 Activities)

Discover Target: MRP3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABCC1 Tchem Multidrug resistance-associated protein 1 (2587 Activities)

Discover Target: ABCC1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: Yes	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 764.69	Molecular Weight (Monoisotopic): 764.2164	AlogP: -1.10	#Rotatable Bonds: 8
Polar Surface Area: 257.05	Molecular Species: ACID	HBA: 18	HBD: 6
#RO5 Violations: 3	HBA (Lipinski): 19	HBD (Lipinski): 6	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 3.05	CX Basic pKa: ┄	CX LogP: -0.79	CX LogD: -4.26
Aromatic Rings: 2	Heavy Atoms: 54	QED Weighted: 0.17	Np Likeness Score: 1.75

References

1. Zelcer N, Saeki T, Reid G, Beijnen JH, Borst P.. (2001) Characterization of drug transport by the human multidrug resistance protein 3 (ABCC3)., 276 (1): [PMID:11581266] [10.1074/jbc.m107041200]
2. Jedlitschky G, Leier I, Buchholz U, Barnouin K, Kurz G, Keppler D.. (1996) Transport of glutathione, glucuronate, and sulfate conjugates by the MRP gene-encoded conjugate export pump., 56 (1): [PMID:8640791]

Etoposide glucuronide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source