7-HYDROXYMETHOTREXATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H22N8O6
Molecular Weight	470.4387
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(CC1=C(O)N=C2N=C(N)N=C(N)C2=N1)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

InChIKey=HODZDDDNGRLGSI-NSHDSACASA-N

InChI=1S/C20H22N8O6/c1-28(8-12-18(32)26-16-14(23-12)15(21)25-20(22)27-16)10-4-2-9(3-5-10)17(31)24-11(19(33)34)6-7-13(29)30/h2-5,11H,6-8H2,1H3,(H,24,31)(H,29,30)(H,33,34)(H5,21,22,25,26,27,32)/t11-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H22N8O6
Molecular Weight	470.4387
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Interaction of methotrexate with organic-anion transporting polypeptide 1A2 and its genetic variants.	2006 Aug	16702441
The effect of low pH on breast cancer resistance protein (ABCG2)-mediated transport of methotrexate, 7-hydroxymethotrexate, methotrexate diglutamate, folic acid, mitoxantrone, topotecan, and resveratrol in in vitro drug transport models.	2007 Jan	17032904
Gene expression profiling of leukemia T-cells resistant to methotrexate and 7-hydroxymethotrexate reveals alterations that preserve intracellular levels of folate and nucleotide biosynthesis.	2009 Apr 15	19426680
Associations of novel genetic variations in the folate-related and ARID5B genes with the pharmacokinetics and toxicity of high-dose methotrexate in paediatric acute lymphoblastic leukaemia.	2014 Aug	24712521

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:14:39 GMT 2023` Edited by `admin` on `Fri Dec 15 18:14:39 GMT 2023`
Record UNII	X019Z9S1DL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

7-HYDROXYMETHOTREXATE

Common Name

English

L-GLUTAMIC ACID, N-(4-(((2,4-DIAMINO-7,8-DIHYDRO-7-OXO-6-PTERIDINYL)METHYL)METHYLAMINO)BENZOYL)-

Systematic Name

English

N-(4-(((2,4-DIAMINO-7,8-DIHYDRO-7-OXO-6-PTERIDINYL)METHYL)METHYLAMINO)BENZOYL)-L-GLUTAMIC ACID

Systematic Name

English

NSC-380962

Code

English

Code System Code Type Description

NSC

380962