ID: ALA493586

Max Phase: Preclinical

Molecular Formula: C16H16O10

Molecular Weight: 368.29

Molecule Type: Small molecule

Representations

Synonyms (1): 4-Methylumbelliferone Glucuronide
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)[C@H]1O[C@@H](OCc2cc(=O)oc3cc(O)ccc23)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H16O10/c17-7-1-2-8-6(3-10(18)25-9(8)4-7)5-24-16-13(21)11(19)12(20)14(26-16)15(22)23/h1-4,11-14,16-17,19-21H,5H2,(H,22,23)/t11-,12-,13+,14-,16+/m0/s1

Standard InChI Key:  IHSDPYPXEDHVGB-JHZZJYKESA-N

Molecule Features

Natural Product: No

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

Properties

Molecular Weight: 368.29

Molecular Weight (Monoisotopic): 368.0743

AlogP: -1.09

#Rotatable Bonds: 4

Polar Surface Area: 166.89

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.02

CX Basic pKa:

CX LogP: -0.95

CX LogD: -4.60

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: 1.24

References

1. Pedersen JM, Matsson P, Bergström CA, Norinder U, Hoogstraate J, Artursson P..  (2008)  Prediction and identification of drug interactions with the human ATP-binding cassette transporter multidrug-resistance associated protein 2 (MRP2; ABCC2).,  51  (11): [PMID:18457386] [10.1021/jm7015683]

2. Hirohashi T, Suzuki H, Sugiyama Y..  (1999)  Characterization of the transport properties of cloned rat multidrug resistance-associated protein 3 (MRP3).,  274  (1): [PMID:10329726] [10.1074/jbc.274.21.15181]

3. Niinuma K, Takenaka O, Horie T, Kobayashi K, Kato Y, Suzuki H, Sugiyama Y..  (1997)  Kinetic analysis of the primary active transport of conjugated metabolites across the bile canalicular membrane: comparative study of S-(2,4-dinitrophenyl)-glutathione and 6-hydroxy-5,7-dimethyl-2-methylamino-4-(3-pyridylmethyl)benzothiazole glucuronide.,  282  (1): [PMID:9262353]

4. Suzuki M, Suzuki H, Sugimoto Y, Sugiyama Y..  (2003)  ABCG2 transports sulfated conjugates of steroids and xenobiotics.,  278  (1): [PMID:12682043] [10.1074/jbc.m212399200]

5. Cha SH, Sekine T, Kusuhara H, Yu E, Kim JY, Kim DK, Sugiyama Y, Kanai Y, Endou H..  (2000)  Molecular cloning and characterization of multispecific organic anion transporter 4 expressed in the placenta.,  275  (1): [PMID:10660625] [10.1074/jbc.275.6.4507]

6. Akita H, Suzuki H, Hirohashi T, Takikawa H, Sugiyama Y..  (2002)  Transport activity of human MRP3 expressed in Sf9 cells: comparative studies with rat MRP3.,  19  (1): [PMID:11837698] [10.1023/a:1013699130991]

Source

Source(2):

• Scientific Literature
• TP-search Transporter Database