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Substance Name: Isotretinoin [USAN:USP:INN:BAN]
RN: 4759-48-2
UNII: EH28UP18IF
InChIKey: SHGAZHPCJJPHSC-XFYACQKRSA-N
Note
- A topical dermatologic agent that is used in the treatment of ACNE VULGARIS and several other skin diseases. The drug has teratogenic and other adverse effects.
Molecular Formula
- C20-H28-O2
Molecular Weight
- 300.439
Classification Codes
- Dermatologic Agents
- Drug / Therapeutic Agent
- Human Data
- Keratolytic
- Mutation Data
- Noxae
- Reproductive Effect
- Teratogens
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Names and Synonyms
Name of Substance
- 13-cis-Retinoic acid
- Isotretinoin
- Isotretinoin [USAN:USP:INN:BAN]
MeSH Heading
- Isotretinoin
Synonyms
- 13-cis-Retinoic acid
- 13-cis-Vitamin A acid
- 13-RA
- 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)2-cis-4-trans-6-trans-8-trans-nonatetraenoic acid
- 4-09-00-02388 (Beilstein Handbook Reference)
- Absorica
- Accutane
- Amnesteem
- BRN 1885770
- CCRIS 4286
- Claravis
- EINECS 225-296-0
- HSDB 3929
- Isosuprea Lidose
- Isotane
- Isotretinoin
- Isotretinoine
- Isotretinoine [INN-French]
- Isotretinoino
- Isotretinoino [INN-Spanish]
- Isotretinoinum
- Isotretinoinum [INN-Latin]
- Isotrex
- Myorisan
- Neovitamin A acid
- Ro 4-3780
- Ro-4-3780
- Roaccutane
- Sotret
- Teriosal
- UNII-EH28UP18IF
- Zenatane
Systematic Names
- Isotretinoin
- Retinoic acid, 13-cis-
Superlist Names
- Isotretinoin
- Retinoic acid
Registry Numbers
CAS Registry Number
- 4759-48-2
FDA UNII
- EH28UP18IF
System Generated Number
- 0004759482
Structure Descriptors
InChI
1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14-InChIKey
SHGAZHPCJJPHSC-XFYACQKRSA-NSmiles
C=1(C(CCCC1C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | oral | 30mg/kg/21W (30mg/kg) | MUSCULOSKELETAL: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE" SKIN AND APPENDAGES (SKIN): NAILS: OTHER | American Journal of Diseases of Children. Vol. 142, Pg. 316, 1988. |
child | TDLo | oral | 360mg/kg/26W- (360mg/kg) | SKIN AND APPENDAGES (SKIN): SWEATING: OTHER | CUTIS; Cutaneous Medicine for the Practitioner. Vol. 38, Pg. 275, 1986. |
man | TDLo | oral | 24mg/kg/4W-I (24mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: OTHER CHANGES | Gastroenterology. Vol. 93, Pg. 606, 1987. |
man | TDLo | oral | 37mg/kg/5W-I (37mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE" IMMUNOLOGICAL INCLUDING ALLERGIC: DECREASED IMMUNE RESPONSE | Archives of Dermatology. Vol. 122, Pg. 815, 1986. |
man | TDLo | unreported | 21mg/kg/3W-I (21mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | British Medical Journal. Vol. 290, Pg. 820, 1985. |
mouse | LD50 | intraperitoneal | 138mg/kg (138mg/kg) | "The Retinoids, Vol.2," Sporn, M.B., et al., eds., New York, Academic Press, Inc., 1984Vol. 2, Pg. 287, 1984. | |
mouse | LD50 | oral | 3389mg/kg (3389mg/kg) | "The Retinoids, Vol.2," Sporn, M.B., et al., eds., New York, Academic Press, Inc., 1984Vol. 2, Pg. 287, 1984. | |
rabbit | LD50 | oral | 1960mg/kg (1960mg/kg) | "The Retinoids, Vol.2," Sporn, M.B., et al., eds., New York, Academic Press, Inc., 1984Vol. 2, Pg. 287, 1984. | |
rat | LD50 | intraperitoneal | 901mg/kg (901mg/kg) | Journal of the American Academy of Dermatology. Vol. 6, Pg. 652, 1982. | |
rat | LD50 | oral | > 4gm/kg (4000mg/kg) | Journal of the American Academy of Dermatology. Vol. 6, Pg. 652, 1982. | |
women | TDLo | oral | 56mg/kg/8W-I (56mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE" | CUTIS; Cutaneous Medicine for the Practitioner. Vol. 37, Pg. 115, 1986. |