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Basic information
- CAS
3986-89-8- Standard SMILES
C[C@H](C=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C- InChIKey
XVPJEGGIGJLDQK-HOFZUOGSSA-N- Molecular formula
- C22H32O2
- Average molar mass
- 328.5 g/mol
- Monoisotopic mass
- 328.24023026
Names & identifiers
- Preferred name
- (2S)-2-((8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-17-yl)propanal
- IUPAC
- (2S)-2-[(8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]propanal
- English name
- BISNORCHOLENALDEHYDE
- Molecular formula
- C22H32O2
- Molecular weight
- 328.49
Names & synonyms
(2S)-2-[(8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]propanal(2S)-2-((8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-17-yl)propanalRefChem:398070861-038-9bisnorcholenaldehyde3986-89-8PROGESTERONE IMPURITY 24(S)-2-((8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)propanal(20S)-3-oxopregn-4-ene-20-carboxaldehydeMFCD18429079Progesterone EP Impurity I (S-Isomer)(S)-2-[(8S,9S,10R,13S,14S,17R)-10,13-Dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]propanal
Show more names
BNKY018-PG01BisnorcholeldehydeKETOBISNORALDEHYDEProgesterone Impurity 7Progesterone EP Impurity IDidroprogesterone impurity 2Progesterone EP Impurity I-02(20S)-20-Formylpregn-4-en-3-one
SCHEMBL5191375NSC9738XVPJEGGIGJLDQK-HOFZUOGSSA-NNSC-97383,23-dioxo-23,24-bisnorchol-4-eneSY456866G87786
Database identifiers
- CAS
3986-89-8- PubChem CID
- 222811
- EC Number
- 861-038-9
- Nikkaji
- J1.204.337F
Properties
Computed structural propertiesFilling in
- XLogP
- 4.6
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 591
Physicochemical properties
- Melting point
- 159 · 159-160 °C
- Boiling point
- 459.4 · 459.4±14.0 °C(Predicted)
- Density
- 1.07 · 1.07±0.1 g/cm3(Predicted)
- solubility
- Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1S/C22H32O2/c1-14(13-23)18-6-7-19-17-5-4-15-12-16(24)8-10-21(15,2)20(17)9-11-22(18,19)3/h12-14,17-20H,4-11H2,1-3H3/t14-,17+,18-,19+,20+,21+,22-/m1/s1
- InChIKey
- XVPJEGGIGJLDQK-HOFZUOGSSA-N
- SMILES
- C1(=O)C=C2[C@](C)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)[C@@H]([C@@H](C=O)C)CC3)CC2
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
- Hazard statements
- 351 · H351-H362-H360
- Precautionary statements
- 201 · P201-P202-P281-P308+P313-P405-P501-P201-P260-P263-P264-P270-P308+P313
- REACH Registrations
- Active
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]；H360 (100%): May damage fertility or the unborn child [Danger Reproductive toxicity]；H362 (100%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]
P203, P260, P263, P264, P270, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory InformationStatus: Active Update: 02-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/32089
Hazard Classes and CategoriesCarc. 2 (100%)；Repr. 1A (100%)；Lact. (100%)
Regulatory information
Regulatory InformationStatus: Active Update: 02-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/32089
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Hazard statements
- H351-H362-H360
- REACH Registrations
- Active
- Precautionary statements
- P201-P202-P281-P308+P313-P405-P501-P201-P260-P263-P264-P270-P308+P313
Chemistry & industry
Applications
DescriptionAndrostenedione is the main product after phytosterol fermentation by Mycobacteria. Bisnorcholenaldehyde (BA; 3-Oxopregn-4-ene-20-carboxaldehyde) is one of the by-products produced during fermentation. Bisnorcholenaldehyde is an essential intermediate in the production of progesterone, which is used to treat threatened abortion or habitual abortion disease caused by luteal insufficiency. It is a precursor of androgen, estrogen, glucocorticoid and intermediates of steroid hormone synthesis[1]. In addition, BA is used in magnetic-based graphene composites with steroidal diamine dimer as a potential drug in hyperthermia cancer therapy.
UsesBisnorcholenaldehyde is hydrocarbon derivatives and can be used as reference materials for medical impurities.
Upstream & downstream products
Downstream products
Suppliers33 total
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
湖北瑞玛标物科技有限公司15787879035 15787875101 · [email protected]
上海科骊科生物技术有限公司021-34975789 18721102763 · [email protected]
Sinco Pharmachem (ShenZhen) R&D Co., Ltd.+86-18603013401 · [email protected]
济南启源生物科技有限公司18766124282; 18766124282 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
山东沃德森生物科技有限公司0531-88723173 18596073690 · [email protected]
大赛璐药物手性技术（上海）有限公司021-50460086-9 15921403865 · [email protected]
Moxin Chemicals+86-17320513646 +86-17320513646 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
山东博洛达生物科技有限公司0531-68651502 · [email protected]
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [email protected]
深圳摩科生化科技有限公司18627923403 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
深圳卓越生物医药科技有限公司26050679 18318671572 · [email protected]
Standardpharm Co. Ltd.86-714-3992388 · [email protected]
艾吉析科技（上海）有限公司17717235263 17717235263 · [email protected]
石家庄耀博医药科技有限公司15633056635 · [email protected]
湖北扬信医药科技有限公司15374522761 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
深圳博泰尔生物技术有限公司13316949107 13316968096 · [email protected]
广州市桐晖药业有限公司020-66392521-118 18922260391 · [email protected]
湖北摩科化学有限公司18627753421; 18627756402 · [email protected]
深圳市恒丰万达医药科技有限公司13986652530 · [email protected]
上海朗旭生物科技有限公司+86-021-50800795 13816874662 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
Shenzhen Excellent Biomedical Technology Co.,Ltd.+86-0755-26050679 15915472436 · [email protected]
上海择睿生物科技有限公司021-54580889 18321124657 · [email protected]
TLC梯尔希（南京）药物研发有限公司18012923235 · [email protected]
卡托研究化学公司+86-020-81960175-877 4000-868-328;4000-868-328 · [email protected]
博诺康源（北京）药业科技有限公司01056380788-8515; +8618518759099 · [email protected]
Related reactions
3 records
Compound notes
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