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Technical details about 6,6-Dimethylheptanal, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
Also known as: 6,6-dimethylheptanal, Menotrophin, 61489-71-2, Menotropins, Schembl1784550, Akos013847259
Molecular Formula
C9H18O
Molecular Weight
142.24  g/mol
InChI Key
CBUWTGCATVNMJE-UHFFFAOYSA-N

Extracts of urine from menopausal women that contain high concentrations of pituitary gonadotropins, FOLLICLE STIMULATING HORMONE and LUTEINIZING HORMONE. Menotropins are used to treat infertility. The FSH:LH ratio and degree of purity vary in different preparations.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
6,6-dimethylheptanal
2.1.2 InChI
InChI=1S/C9H18O/c1-9(2,3)7-5-4-6-8-10/h8H,4-7H2,1-3H3
2.1.3 InChI Key
CBUWTGCATVNMJE-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)(C)CCCCC=O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Cp 89044

2. Cp 90033

3. Cp-89044

4. Cp-90033

5. Cp89044

6. Cp90033

7. Gonadotropin, Human Menopausal

8. Gonadotropins, Human Menopausal

9. Hmg Ferring

10. Hmg Lepori

11. Hmg Massone

12. Human Menopausal Gonadotropin

13. Human Menopausal Gonadotropins

14. Humegon

15. Lepori, Hmg

16. Menogon

17. Menopausal Gonadotropin, Human

18. Menopur

19. Menotrophin

20. Menotropins

21. Normegon

22. Org 31338

23. Org-31338

24. Org31338

25. Pergonal

26. Pergonal 500

27. Pergonal-500

28. Pergonal500

2.2.2 Depositor-Supplied Synonyms

1. 6,6-dimethylheptanal

2. Menotrophin

3. 61489-71-2

4. Menotropins

5. Schembl1784550

6. Akos013847259

7. Gonadotropin From Human Menopausal Urine

2.3 Create Date
2007-12-05
3 Chemical and Physical Properties
Molecular Weight 142.24 g/mol
Molecular Formula C9H18O
XLogP33
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Exact Mass142.135765193 g/mol
Monoisotopic Mass142.135765193 g/mol
Topological Polar Surface Area17.1 Ų
Heavy Atom Count10
Formal Charge0
Complexity89.4
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

MENOTROPINS FOR INJECTION (PERGONAL)... WHILE FSH & LH ACTIVITIES ARE PRESENT IN EQUAL UNITAGE, CHORIONIC GONADOTROPIN IS USUALLY REQUIRED IN CONJUNCTION WITH MENOTROPINS TO INDUCE OVULATION.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1388


WIDEST POTENTIAL USEFULNESS OF GONADOTROPINS IS IN INDUCTION OF OVULATION IN WOMEN WHO ARE INFERTILE BECAUSE OF INSUFFICIENT GONADOTROPINS. ...OCCURRENCE OF OVULATION IN 75% OF PT TREATED WITH DRUGS. /GONADOTROPINS/

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1388


WHILE OVULATION WAS OCCASIONALLY SEEN DURING ADMIN OF MENOTROPINS BEFORE HUMAN CHORIONIC GONADOTROPIN...GIVEN, IT USUALLY TOOK PLACE ABOUT 18 HR AFTER ADMIN OF LATTER HORMONE. PREGNANCY RESULTED IN APPROX 25% OF PT... 20% OF PREGNANCIES RESULTED IN MULTIPLE BIRTHS...

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1388


GROWTH & DEVELOPMENT OF CHILDREN BORN OF MOTHERS RECEIVING GONADOTROPIN TREATMENT HAVE BEEN NORMAL... /GONADOTROPINS/

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1388


For more Therapeutic Uses (Complete) data for MENOTROPINS (6 total), please visit the HSDB record page.


4.2 Drug Warning

...ABORTION RATE...25% & FETAL ABNORMALITIES...IN 2%.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1388


4.3 Drug Indication

For the treatment of female infertility


FDA Label


Treatment of female infertility


5 Pharmacology and Biochemistry
5.1 Pharmacology

Used to treat female infertility, Menotropins stimulates late follicular maturation and resumption of oocyte meiosis, and initiates rupture of the pre-ovulatory ovarian follicle. Menotropins bind to the LH/hCG/FSH receptor of the granulosa and theca cells of the ovary to effect these changes in the absence of an endogenous LH surge.


5.2 MeSH Pharmacological Classification

Fertility Agents, Female

Compounds which increase the capacity to conceive in females. (See all compounds classified as Fertility Agents, Female.)


5.3 ATC Code

G - Genito urinary system and sex hormones

G03 - Sex hormones and modulators of the genital system

G03G - Gonadotropins and other ovulation stimulants

G03GA - Gonadotropins

G03GA02 - Human menopausal gonadotrophin


5.4 Absorption, Distribution and Excretion

LENGTH OF SURVIVAL OF INJECTED & PRESUMABLY OF ENDOGENOUSLY SECRETED HORMONES IS DETERMINED LARGELY BY RATE OF DEGRADATION IN BODY, BECAUSE LITTLE IS EXCRETED IN URINE...

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1387


STUDIES ON RATE OF DISAPPEARANCE OF ENDOGENOUS HUMAN...FSH...INDICATE REMOVAL FROM PLASMA WITH @ LEAST 2 DISTINCT HALF-TIMES. SHORTER HALF-LIVES...APPROX 4 HR...WHILE LONGER HALF-LIVES APPEAR TO BE 70 /HR/...ONLY 5% OF SECRETED FSH IS FOUND IN URINE IN ACTIVE FORM...

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1387


MEASUREMENTS OF GONADOTROPINS IN PLASMA THROUGHOUT MENSTRUAL CYCLE SHOW THAT FSH IS ELEVATED DURING FOLLICULAR PHASE & SLOWLY FALLS BEFORE IT RISES AGAIN AT MIDCYCLE; IT IS LOWEST DURING LUTEAL PHASE. .../AT MIDCYCLE/ FSH IS HIGHEST.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1386


5.5 Mechanism of Action

Being a combination drug, Menotropins bind to the follicle stimulating hormone receptor (FSH), which results in ovulation in the absence of sufficient endogenous luteinizing hormone (LH). It also binds the LH receptor, thereby stimulating proper hormone release. The drug contains both FSH and LH, therefore, it induces ovarian follicular growth and development as well as gonadal steroid production in women who do not have ovarian failure. FSH is the primary driver of follicular recruitment and growth in early folliculogenesis, while LH is important for ovarian steroidogenesis and is involved in the physiological events leading to development of a competent pre-ovulatory follicle.


...LH & FSH BIND WITH APPARENT SPECIFICITY TO VARIOUS PARTICULATE FRACTIONS DERIVED FROM TESTIS & OVARY. ...BOTH GONADOTROPINS ARE KNOWN TO STIMULATE CYCLIC AMP SYNTHESIS IN APPROPRIATE GONADAL PREPN. CYCLIC AMP THEN STIMULATES SEX STEROID BIOSYNTHESIS BY MECHANISMS APPARENTLY ANALOGOUS TO THOSE OPERATIVE IN ADRENAL CORTEX.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1387


.../FSH/ CONSISTS OF NONIDENTICAL, NON-COVALENTLY LINKED SUBUNITS... WHILE THE ALPHA SUBUNIT OF FSH IS SIGNIFICANTLY DIFFERENT FROM THAT OF LH OR TSH...THERE IS EVIDENCE THAT FSH ALPHA SUBUNIT CAN COMBINE WITH BETA SUBUNIT OF CHORIONIC GONADOTROPIN WITH RESTORATION OF CHORIONIC GONADODTROPIN ACTIVITY...

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1385


DURING FOLLICULAR PHASE OF OVARIAN CYCLE SUCCESSIVE GROUPS OF SMALL FOLLICLES START TO GROW, & BY TIME OVULATION IS IMMINENT FOLLICLES IN ALL STAGES OF DEVELOPMENT ARE FOUND. THIS OVARIAN RESPONSE REPRESENTS PREDOMINANT ACTION OF FSH, IT IS DURING THIS PHASE THAT ESTROGEN IS MAIN OVARIAN SECRETORY PRODUCT...

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1386


FSH IS PRIMARILY A GAMETOGENIC HORMONE IN MALES; IT IS RESPONSIBLE FOR ANATOMICAL INTEGRITY OF SEMINIFEROUS TUBULES & ONLY UNDER ITS INFLUENCE ARE COMPLEX STAGES OF GAMETOGENESIS CARRIED THROUGH TO PRODUCTION OF SPERMATOZOA.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1386


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