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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H50N3O8P
Molecular Weight 575.675
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYTARABINE OCFOSFATE FREE ACID

SMILES

CCCCCCCCCCCCCCCCCCOP(O)(=O)OC[C@H]1O[C@H]([C@@H](O)[C@@H]1O)N2C=CC(N)=NC2=O

InChI

InChIKey=YJTVZHOYBAOUTO-URBBEOKESA-N
InChI=1S/C27H50N3O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-36-39(34,35)37-21-22-24(31)25(32)26(38-22)30-19-18-23(28)29-27(30)33/h18-19,22,24-26,31-32H,2-17,20-21H2,1H3,(H,34,35)(H2,28,29,33)/t22-,24-,25+,26-/m1/s1

HIDE SMILES / InChI
Cytarabine ocfosfate (commercial name: Starasid) is a prodrug having stearyl group attached to phosphoric acid at 5' position of arabinose moiety of cytosine arabinoside (Ara-C). This drug is given orally. The mode of action is in the inhibition of DNA synthesis after conversion to Ara-CTP as in Ara-C. The drug is metabolized in the liver, producing the intermediate metabolite, C-C3PCA which is converted to Ara-C gradually. This property results in the maintenance of relatively long time the blood Ara-C levels. This was proved to be active clinically against acute leukemia and MDS.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Starasid

Approved Use

cytarabine ocfosfate is used clinically in Japan for the treatment of leukemia or myelodysplastic syndrome.

Launch Date

1992
Primary
Starasid

Approved Use

cytarabine ocfosfate is used clinically in Japan for the treatment of leukemia or myelodysplastic syndrome.

Launch Date

1992
PubMed

PubMed

TitleDatePubMed
[A new antileukemic drug, cytarabine ocfosfate].
1993 Sep
Response to cytarabine ocfosfate (YNK01) in a patient with chronic lymphocytic leukemia refractory to treatment with chlorambucil/prednisone, fludarabine, and prednimustine/mitoxantrone.
1996 Oct
[Late phase II study of YNK-01 (an oral prodrug of cytarabine) for hepatocellular carcinoma].
1998 Oct
Patents

Sample Use Guides

For adult acute non-lymphatic leukemia: In general, for adults, take 2-6 capsules (100-300mg of the active ingredient anhydride) in 1-3 divided doses a day after meal. For myelodysplastic syndrome: In general, for adults, take 2-4 capsules (100-200mg of the active ingredient anhydride) in 1-3 divided doses a day after meal, for 2 to 3 weeks every day, then discontinue the medication for 2-3 weeks and repeat this schedule. The dosage may be adjusted according to your disease or symptoms.Strictly follow the instructions.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
CYTARABINE OCFOSFATE FREE ACID
Common Name English
FOSTEABINE
Common Name English
YNK-01
Code English
2(1H)-PYRIMIDINONE, 4-AMINO-1-(5-O-(HYDROXY(OCTADECYLOXY)PHOSPHINYL)-.BETA.-D-ARABINOFURANOSYL)-
Systematic Name English
TOSTEABINE
Common Name English
Code System Code Type Description
PUBCHEM
6918130
Created by admin on Sat Dec 16 09:03:46 GMT 2023 , Edited by admin on Sat Dec 16 09:03:46 GMT 2023
PRIMARY
FDA UNII
KU897BCV4O
Created by admin on Sat Dec 16 09:03:46 GMT 2023 , Edited by admin on Sat Dec 16 09:03:46 GMT 2023
PRIMARY
CAS
73532-83-9
Created by admin on Sat Dec 16 09:03:46 GMT 2023 , Edited by admin on Sat Dec 16 09:03:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID30994307
Created by admin on Sat Dec 16 09:03:46 GMT 2023 , Edited by admin on Sat Dec 16 09:03:46 GMT 2023
PRIMARY