Hydroxyprogesterone
PubChem CID: 6238
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| Compound Synonyms | hydroxyprogesterone, 17ALPHA-HYDROXYPROGESTERONE, 68-96-2, 17-Hydroxyprogesterone, 17a-Hydroxyprogesterone, Prodix, Prodox, Gestageno gador, 17-alpha-Hydroxyprogesterone, Setaderm, Oxiprogesteronum, Pregn-4-ene-3,20-dione, 17-hydroxy-, 17-Hydroxypregn-4-ene-3,20-dione, Hidroxiprogesterona, Hydroxyprogesteronum, 17alpha-Hydroxy-4-pregnene-3,20-dione, 17alpha-Hydroxy-progesterone, 17, A-Hydroxyprogesterone, Pregn-4-ene-3,20-dione-17-ol, delta(4)-Pregnene-17alpha-ol-3,20-dione, Gestageno, Idrossiprogesterone [DCIT], 17-OH Progesterone, 17-Hydroxypregn-4-en-3,20-dione, alpha Hydroxy progesterone, HSDB 3343, Hydroxyprogesteronum [INN-Latin], Hidroxiprogesterona [INN-Spanish], 17OHP, 17.alpha.-Hydroxyprogesterone, CHEBI:17252, 604-09-1, 17alpha hydroxyprogesterone, EINECS 200-699-4, NSC 15468, NSC-15468, BRN 2062088, DTXSID6040747, UNII-21807M87J2, U 3096, MLS000028453, MLS001076300, (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one, 21807M87J2, DTXCID4020747, 4-Pregnen-17a-ol-3,20-dione, U-3096, 4-08-00-02189 (Beilstein Handbook Reference), Delta4-Pregnen-17alpha-ol-3,20-dione, NCGC00093949-03, alpha-17Hydroxypregn-4-ene-3,20-dione, SMR000058349, Hydroxyprogesterone (INN), (9beta)-17-Hydroxypregn-4-Ene-3,20-Dione, HYDROXYPROGESTERONE [INN], Hydroxyprogesteronum (INN-Latin), Hidroxiprogesterona (INN-Spanish), MFCD00003659, Idrossiprogesterone, CAS-68-96-2, 17alpha-Hydroxypregn-4-ene-3,20-dione, Hydroxyprogesterone [INN:BAN], 17 Hydroxyprogesterone, 17Alpha-hydroxy progesterone, 17 alpha Hydroxyprogesterone, 17 alpha-Hydroxyprogesterone, 3QZ, Pregn-4-ene-3,20-dione, 17-hydroxy-, (17a)-, 17-Hydroxyprogeoterone, 17-alpha-Hydroxypregn-4-ene-3,20-dione, 17-hydroxy-progesterone, 17?-Hydroxyprogesterone, 17a-hydroxy progesterone, 17-a-Hydroxyprogesterone, 17-Hydroxyprogesterone, (17 alpha)-Isomer, Opera_ID_1812, 17?-Hydroxy Progesterone, bmse000472, bmse000598, Epitope ID:152220, 17, A-Hydroxy Progesterone, SCHEMBL8068, CHEMBL1062, BIDD:PXR0103, Lopac0_000565, 17.alpha.-Hydoxyprogesterone, MLS002695950, 17-OHP, GTPL5104, Progesterone, 17alpha-hydroxy-, Pregn-4-ene-3,20-dione, 17-hydroxy-, (17.alpha.)-, HY-B0891R, Pregn-4-ene-3, 17-hydroxy-, DTXSID00859075, HYDROXYPROGESTERONE [HSDB], MSK8516, HMS2090M08, HMS2234J04, HMS3261B12, HYDROXYPROGESTERONE [VANDF], D4-Pregnen-17a-ol-3,20-dione, HY-B0891, NSC15468, Pregn-4-en-17a-ol-3,20-dione, HYDROXYPROGESTERONE [WHO-DD], Tox21_111233, Tox21_301530, Tox21_500565, 17, A-Hydroxyprogesterone (Standard), BDBM50423511, LMST02030161, s4507, 17alpha-Hydroxyprogesterone, >=95%, 17a-Hydroxypregn-4-ene-3,20-dione, AKOS015955623, Tox21_111233_1, 1ST8516, CCG-204655, CS-4354, DB14570, FD12004, FH24103, KS-5312, LP00565, SDCCGSBI-0050548.P002, 4-Pregnen-17.alpha.-ol-3,20-dione, NCGC00093949-04, NCGC00093949-05, NCGC00093949-08, NCGC00255425-01, NCGC00261250-01, 17alpha-hydroxy-pregn-4-ene-3,20-dione, 17.ALPHA.-HYDROXYPROGESTERONE [MI], 17.alpha.-Hydroxypregna-4-ene-3,20-dione, EU-0100565, H1250, NS00115894, C01176, D08052, H 5752, 17-Hydroxypregn-4-ene-3,20-dione, (+/-)-, AB00490003-08, 17-Alpha-Hydroxyprogesterone, 1mg/ml in Methanol, Q175901, 17.ALPHA.-HYDROXYPREGN-4-ENE-3,20-DIONE, 17-Hydroxypregn-4-ene-3,20-dione-, (17.alpha.)-, 7A45BEF6-ADD0-4B3E-A014-2DE930D3B67B, 17alpha-Hydroxyprogesterone, VETRANAL(TM), analytical standard, 17-Hydroxy-pregn-4-ene-3,20-dione, 4-Pregnen-17a-ol-3,20-dione, (1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one, (8R,10R,13S,17R)-17-Acetyl-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one, (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one, 110850-01-6, 200-699-4 |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 54.4 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC1CCC2C(CCC3C4CCCC4CCC23)C1 |
| Np Classifier Class | Pregnane steroids |
| Deep Smiles | O=CCC[C@]C=C6)CC[C@@H][C@@H]6CC[C@][C@H]6CC[C@]5O)C=O)C))))))C)))))))))C |
| Heavy Atom Count | 24.0 |
| Pathway Kegg Map Id | map00150, map00140 |
| Classyfire Class | Steroids and steroid derivatives |
| Description | It serves as an intermediate in the biosynthesis of hydrocortisone and gonadal steroid hormones. It is derived from progesterone via 17-hydroxylase, a P450c17 enzyme, or from 17-hydroxypregnenolone via 3β, -hydroxysteroid dehydrogenase/Δ, 5-4 isomerase. 17-Hydroxyprogesterone is a natural progestin and in pregnancy increases in the third trimester primarily due to fetal adrenal production. This hormone is primarily produced in the adrenal glands and to some degree in the gonads, specifically the corpus luteum of the ovary. Normal levels are 3-90 ng/dl in children, and in women, 15-70 ng/dl prior to ovulation, and 35-290 ng/dl during the luteal phase. Measurements of levels of 17-hydroxyprogesterone are useful in the evaluation of patients with suspected congenital adrenal hyperplasia as the typical enzymes that are defective, namely 21-hydroxylase and 11β, -hydroxylase, lead to a build-up of 17OHP. In contrast, the rare patient with 17α, -hydroxylase deficiency will have very low or undetectable levels of 17OHP. 17OHP levels can also be used to measure contribution of progestational activity of the corpus luteum during pregnancy as progesterone but not 17OHP is also contributed by the placenta. [HMDB] |
| Scaffold Graph Node Level | OC1CCC2C(CCC3C4CCCC4CCC23)C1 |
| Classyfire Subclass | Pregnane steroids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 635.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 6.0 |
| Enzyme Uniprot Id | Q08AG9 |
| Uniprot Id | Q04828, P15538, P05093, P14060, P26439, P19099, Q08AG9, P08686, P08185, P04278, O35627, Q9GK37, P15207, P56937, P02545, n.a., Q16637, P10636, P0A6C1, Q03164, P54132, Q16236, Q92830, Q96KQ7, O15648, P03372, P10275, P83916, P04150, Q9HAW8, Q9HAW7, Q9HAW9, P16662, O75795, P0DMS8, Q01959, Q690N0, P27361, O75496, Q9R1A7, Q9NUW8, Q13148, Q9Y6L6, Q9NPD5, P15289, P27695, P06401, Q28590, P06186 |
| Iupac Name | (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one |
| Prediction Hob | 1.0 |
| Class | Steroids and steroid derivatives |
| Veber Rule | True |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Target Id | NPT894, NPT483, NPT93, NPT51, NPT58, NPT218, NPT246, NPT249, NPT281 |
| Xlogp | 3.2 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Pregnane steroids |
| Gsk 4 400 Rule | True |
| Molecular Formula | C21H30O3 |
| Scaffold Graph Node Bond Level | O=C1C=C2CCC3C4CCCC4CCC3C2CC1 |
| Prediction Swissadme | 1.0 |
| Inchi Key | DBPWSSGDRRHUNT-CEGNMAFCSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 0.8095238095238095 |
| Logs | -4.334 |
| Rotatable Bond Count | 1.0 |
| State | Solid |
| Logd | 3.154 |
| Synonyms | 17-alpha-hydroxyprogesterone, 17-Hydroxypregn-4-en-3,20-dione, 17-Hydroxypregn-4-ene-3,20-dione, 17-Hydroxyprogesterone, 17-OH Progesterone, 17-OHP, 17a-Hydroxy-4-pregnene-3,20-dione, 17a-Hydroxy-progesterone, 17a-Hydroxypregn-4-ene-3,20-dione, 17a-Hydroxyprogesterone, 17alpha-Hydroxy-4-pregnene-3,20-dione, 17alpha-Hydroxy-progesterone, 17alpha-hydroxyprogesterone, 17α-hydroxy-4-pregnene-3,20-dione, 17α-hydroxy-progesterone, 17α-hydroxyprogesterone, D4-Pregnen-17a-ol-3,20-dione, delta(4)-Pregnene-17a-ol-3,20-dione, delta(4)-Pregnene-17alpha-ol-3,20-dione, Gestageno, Gestageno Gador, Hidroxiprogesterona, Hydroxyprogesterone, Hydroxyprogesteronum, Pregn-4-en-17a-ol-3,20-dione, Pregn-4-ene-3,20-dione-17-ol, Prodix, Prodox, δ(4)-pregnene-17a-ol-3,20-dione, δ(4)-pregnene-17α-ol-3,20-dione, 17Α-hydroxy-4-pregnene-3,20-dione, 17Α-hydroxy-progesterone, Δ(4)-pregnene-17α-ol-3,20-dione, Δ(4)-pregnene-17a-ol-3,20-dione, 17-alpha-Hydroxyprogesterone, 17alpha-Hydroxyprogesterone, Gestageno gador, 17 Hydroxyprogesterone, 17-Hydroxyprogesterone, (17 alpha)-isomer, 17 alpha Hydroxyprogesterone, 17 alpha-Hydroxyprogesterone, 17-Hydroxyprogesterone, (9 beta, 10 alpha)-isomer, 17α-hydroxyprogesterone (δ^4 -3-ketosteroids) |
| Substituent Name | Progestogin-skeleton, 20-oxosteroid, 17-hydroxysteroid, Oxosteroid, Hydroxysteroid, 3-oxosteroid, 3-oxo-delta-4-steroid, Delta-4-steroid, Tertiary alcohol, Cyclic alcohol, Alpha-hydroxy ketone, Cyclic ketone, Ketone, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aliphatic homopolycyclic compound |
| Esol Class | Soluble |
| Functional Groups | CC(=O)C=C(C)C, CC(C)=O, CO |
| Compound Name | Hydroxyprogesterone |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 330.219 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 330.219 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 330.5 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 6.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -3.8200016000000003 |
| Inchi | InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1 |
| Smiles | CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O |
| Nring | 4.0 |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Gluco/mineralocorticoids, progestogins and derivatives |
| Np Classifier Superclass | Steroids |
- 1. Outgoing r'ship
FOUND_INto/from Linum Usitatissimum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all