Input interpretation
![norethindrone](../image_source/456294691333ff6bd74f00246a7db601.png)
norethindrone
Chemical names and formulas
![formula | C_20H_26O_2 name | norethindrone IUPAC name | 17-ethynyl-17-hydroxy-13-methyl-1, 2, 6, 7, 8, 9, 10, 11, 12, 14, 15, 16-dodecahydrocyclopenta[a]phenanthren-3-one alternate names | anovule | conludaf | ethinylnortestosterone | norethisterone mass fractions | C (carbon) 80.5% | H (hydrogen) 8.78% | O (oxygen) 10.7%](../image_source/69592a857aa01a01f9229ca99c7a35bb.png)
formula | C_20H_26O_2 name | norethindrone IUPAC name | 17-ethynyl-17-hydroxy-13-methyl-1, 2, 6, 7, 8, 9, 10, 11, 12, 14, 15, 16-dodecahydrocyclopenta[a]phenanthren-3-one alternate names | anovule | conludaf | ethinylnortestosterone | norethisterone mass fractions | C (carbon) 80.5% | H (hydrogen) 8.78% | O (oxygen) 10.7%
Lewis structure
![Draw the Lewis structure of norethindrone. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds: Count the total valence electrons of the carbon (n_C, val = 4), hydrogen (n_H, val = 1), and oxygen (n_O, val = 6) atoms: 20 n_C, val + 26 n_H, val + 2 n_O, val = 118 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), hydrogen (n_H, full = 2), and oxygen (n_O, full = 8): 20 n_C, full + 26 n_H, full + 2 n_O, full = 228 Subtracting these two numbers shows that 228 - 118 = 110 bonding electrons are needed. Each bond has two electrons, so in addition to the 51 bonds already present in the diagram add 4 bonds. To minimize formal charge oxygen wants 2 bonds and carbon wants 4 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 4 bonds by pairing electrons between adjacent highlighted atoms: Answer: | |](../image_source/884fc303fc584dfa3afe1703b6da10cc.png)
Draw the Lewis structure of norethindrone. Start by drawing the overall structure of the molecule, ignoring potential double and triple bonds: Count the total valence electrons of the carbon (n_C, val = 4), hydrogen (n_H, val = 1), and oxygen (n_O, val = 6) atoms: 20 n_C, val + 26 n_H, val + 2 n_O, val = 118 Calculate the number of electrons needed to completely fill the valence shells for carbon (n_C, full = 8), hydrogen (n_H, full = 2), and oxygen (n_O, full = 8): 20 n_C, full + 26 n_H, full + 2 n_O, full = 228 Subtracting these two numbers shows that 228 - 118 = 110 bonding electrons are needed. Each bond has two electrons, so in addition to the 51 bonds already present in the diagram add 4 bonds. To minimize formal charge oxygen wants 2 bonds and carbon wants 4 bonds. Identify the atoms that want additional bonds and the number of electrons remaining on each atom: Fill in the 4 bonds by pairing electrons between adjacent highlighted atoms: Answer: | |
3D structure
![3D structure](../image_source/6965877cc0a97bf1c61f999858399c25.png)
3D structure
Basic properties
![molar mass | 298.43 g/mol phase | solid (at STP) melting point | 207.7 °C density | 1.2 g/cm^3](../image_source/5d7bc99501e9a9acb2a8d8c6c6a65d5d.png)
molar mass | 298.43 g/mol phase | solid (at STP) melting point | 207.7 °C density | 1.2 g/cm^3
Units
Hydrophobicity and permeability properties
![experimental LogP hydrophobicity | 3.2 predicted LogP hydrophobicity | 2.72 experimental LogS | -4.57 predicted LogS | -4.65](../image_source/105c9b48ed99722d16c8e2987c30472a.png)
experimental LogP hydrophobicity | 3.2 predicted LogP hydrophobicity | 2.72 experimental LogS | -4.57 predicted LogS | -4.65
Drug interactions
![acitretin | amobarbital | allylpropymal | bosentan | butabarbital | butalbital | butethal | carbamazepine | ethotoin | fosphenytoin | griseofulvin | heptabarbital | hexobarbital | lamotrigine | mephenytoin | methohexital | methylphenobarbital | pentobarbital | phenobarbital | phenytoin | ... (total: 30)](../image_source/575fef8365c184d64c0c57d4760f91fe.png)
acitretin | amobarbital | allylpropymal | bosentan | butabarbital | butalbital | butethal | carbamazepine | ethotoin | fosphenytoin | griseofulvin | heptabarbital | hexobarbital | lamotrigine | mephenytoin | methohexital | methylphenobarbital | pentobarbital | phenobarbital | phenytoin | ... (total: 30)
Basic drug properties
![approval status | approved | small molecule drug categories | synthetic oral contraceptive | progestin dosage forms | oral: tablet](../image_source/91e48825d5f58dc3b55b9b246f49202d.png)
approval status | approved | small molecule drug categories | synthetic oral contraceptive | progestin dosage forms | oral: tablet
![brand names | anhydrohydroxynorprogesterone | anovulatorio | anovule | aygestin | binovum | brevicon | brevinor | brevinor 21 | brevinor 28 | brevinor-1 21 | brevinor-1 28 | camila | ciclovulan | conceplan | conludaf | conludag | demulen | ENT | errin | estrinor | ethinylnortestosterone | ethynylmortestosterone | ethynylnortestosterone | gencept | genora | gestest | jenest | jenest-28 | loestrin | menzol | microneth | micronett | micronor | micronovum | milli | mini-Pe | mini-pill | minovlar | modicon | N.E.E. | NET | necon | nelova | neocon | nodiol | nor-Q.D. | nor-Qd | noraethisteronum | noralutin | norcept | norcept-E | norcolut | noresthisterone | norethadrone | norethin | norethin 1/35 E | norethin 1/50 M | norethindrone acetate | norethindrone norethisterone | norethisteron | norethisterone | norethisterone [progestins] | norethyndron | norethynodron | norethynodrone | noretisterone [dcit] | norfor | norgestin | noriday | noriday 28 | norimin | norinyl | norlestrin | norlutate | norluten | norlutin | norluton | normapause | norpregneninlone | norpregneninolone | norpregneninotone | orlest | ortho 1 35 | ortho 7 7 7 | ortho-novum | ortho-novum 1 35 | ortho-novum 1 50 | ortho-novum 7 7 7 | ovcon | ovysmen | ovysmen 0.5 35 | ovysmen 1 35 | palonyl | perovex | primolut N | primolut-N | proluteasi | synphase | synphasic 28 | tri-norinyl | triella | trinovum | trinovum 21 | utovlan | utovlar](../image_source/7fa0a9c9824b19336e0e23d8c8ec6838.png)
brand names | anhydrohydroxynorprogesterone | anovulatorio | anovule | aygestin | binovum | brevicon | brevinor | brevinor 21 | brevinor 28 | brevinor-1 21 | brevinor-1 28 | camila | ciclovulan | conceplan | conludaf | conludag | demulen | ENT | errin | estrinor | ethinylnortestosterone | ethynylmortestosterone | ethynylnortestosterone | gencept | genora | gestest | jenest | jenest-28 | loestrin | menzol | microneth | micronett | micronor | micronovum | milli | mini-Pe | mini-pill | minovlar | modicon | N.E.E. | NET | necon | nelova | neocon | nodiol | nor-Q.D. | nor-Qd | noraethisteronum | noralutin | norcept | norcept-E | norcolut | noresthisterone | norethadrone | norethin | norethin 1/35 E | norethin 1/50 M | norethindrone acetate | norethindrone norethisterone | norethisteron | norethisterone | norethisterone [progestins] | norethyndron | norethynodron | norethynodrone | noretisterone [dcit] | norfor | norgestin | noriday | noriday 28 | norimin | norinyl | norlestrin | norlutate | norluten | norlutin | norluton | normapause | norpregneninlone | norpregneninolone | norpregneninotone | orlest | ortho 1 35 | ortho 7 7 7 | ortho-novum | ortho-novum 1 35 | ortho-novum 1 50 | ortho-novum 7 7 7 | ovcon | ovysmen | ovysmen 0.5 35 | ovysmen 1 35 | palonyl | perovex | primolut N | primolut-N | proluteasi | synphase | synphasic 28 | tri-norinyl | triella | trinovum | trinovum 21 | utovlan | utovlar
Solid properties (at STP)
![density | 1.2 g/cm^3](../image_source/8d4ddd53fb802788807a5962371eb9e6.png)
density | 1.2 g/cm^3
Units
Chemical identifiers
![CAS number | 68-22-4 Beilstein number | 1915671 PubChem CID number | 4536 PubChem SID number | 7847250 SMILES identifier | CC12CCC3C(C1CCC2(C#C)O)CCC4=CC(=O)CCC34 InChI identifier | InChI=1/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18, 20)2/h1, 12, 15-18, 22H, 4-11H2, 2H3 InChI key | VIKNJXKGJWUCNN-XGXHKTLJBN EU number | 200-681-6 RTECS number | RC8975000 NSC number | 9564](../image_source/d85d2cca26bb2763172c6e92f5b5f6e4.png)
CAS number | 68-22-4 Beilstein number | 1915671 PubChem CID number | 4536 PubChem SID number | 7847250 SMILES identifier | CC12CCC3C(C1CCC2(C#C)O)CCC4=CC(=O)CCC34 InChI identifier | InChI=1/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18, 20)2/h1, 12, 15-18, 22H, 4-11H2, 2H3 InChI key | VIKNJXKGJWUCNN-XGXHKTLJBN EU number | 200-681-6 RTECS number | RC8975000 NSC number | 9564
Toxicity properties
![RTECS classes | tumorigen | drug | mutagen | reproductive effector | human data | hormone](../image_source/9899da5854b741cd970402cbc8abbf22.png)
RTECS classes | tumorigen | drug | mutagen | reproductive effector | human data | hormone