Standard Compound Records

Database Entry: cq_00797

2D-Structure

3D-Structure

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Basic Information

Name:Cholesta-5,7-dien-3beta-ol;7-Dehydrocholesterol;Provitamin D3
Synonyms:Cholesta-5,7-dien-3beta-ol;7-Dehydrocholesterol;Provitamin D3;434-16-2;C01164;(3S,9R,10S,13S,14R,17S)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol;(3S,9R,10S,13S,14R,17S)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol;HMDB00032;;(-)-7-dehydrocholesterol;(3b)-Cholesta-5,7-dien-3-ol;(3beta)-Cholesta-5,7-dien-3-ol;10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol;17-(1,5-dimethylhexyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;5,7-Cholestadien-3-beta-ol;5,7-Cholestandien-3-ol;5,7-Cholestandien-3beta-ol;7,8-Didehydrocholesterol;7,8-dehydro-cholesterol;7-Dehydrocholesterin;7-dehydro-cholesterol;7DHC;Cholesta-5,7-dien-3-beta-ol;Cholesta-5,7-dien-3-ol;Dehydrocholesterin;Dehydrocholesterol;Provitamin D;cholesta-5,7-dien-3 beta -ol;cholesta-5,7-dien-3b-ol;delta5,7-Cholestadien-3beta-ol;delta5,7-Cholesterol;delta7-Cholesterol;provitamin-D3
Molecular Weight:384.63766
Formula:C27H44O
CAS:434-16-2
Isomeric SMILES:CC(C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C
Canonical SMILES:CC(C)CCCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C
InChI:InChI=1/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
Experimental Water Solubility:1 mg/mL [HMP experimental]
Predicted Water Solubility:1.08e-07 mg/mL [MEYLAN,WM et al. (1996)]; 0.000146 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):7.30 [Predicted by ALOGPS]; 7.2 [Predicted by PubChem via XLOGP]; 8.65 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C01164
PubChem SID:4391
PubChem CID:439423
ChemIDplus:
CHEBI:17759
HMDB:|HMDB00032|
PDB Component ID:
MetaCyc ID:|7-DEHYDRO-CHOLESTEROL||CPD-4187|
UM-BBD ID:
BMRB ID:

NMR related

HMDB_EXPERIMENTAL_HSQC: HMDB00032||

HMDB_PREDICTED_HNMR: HMDB00032 ||

HMDB_PREDICTED_CNMR: HMDB00032 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C2634157,71,35,36151530.1N_AN_AN_A
2C2573563,65,23,24131331.8N_AN_AN_A
3C3654357,55,45,39212171.7N_AN_AN_A
4C2553365,48,19,20171741.9N_AN_AN_A
5C4482755,46,712020158.5N_AN_AN_A
6C3462548,47,299118.0N_AN_AN_A
7C3472646,49,31010118.0N_AN_AN_A
8C4492847,66,672222147.5N_AN_AN_A
9C3664449,71,59,40252548.4N_AN_AN_A
10C4714963,48,66,53262641.5N_AN_AN_A
11C2593766,64,27,28141424.8N_AN_AN_A
12C2644259,72,37,38161635.7N_AN_AN_A
13C4725064,67,70,54272746.2N_AN_AN_A
14C3674549,72,58,41242455.1N_AN_AN_A
15C2583667,62,25,26121228.0N_AN_AN_A
16C2624058,70,33,34111127.4N_AN_AN_A
17C3704872,62,69,44232358.4N_AN_AN_A
18C1543272,16,17,185520.8N_AN_AN_A
19C1533171,13,14,154423.3N_AN_AN_A
20C3694770,52,61,43191935.9N_AN_AN_A
21C1523069,10,11,123319.4N_AN_AN_A
22C2613969,56,31,328836.1N_AN_AN_A
23C2563461,60,21,226624.6N_AN_AN_A
24C2603856,68,29,307739.9N_AN_AN_A
25C3684660,50,51,42181828.1N_AN_AN_A
26C1502968,4,5,61123.2N_AN_AN_A
27C1512968,7,8,92123.2N_AN_AN_A
28H442370N_AN_A1.47N_AN_AN_A
29H432269N_AN_A1.64N_AN_AN_A
30O452465,12828N_AN_AN_AN_A
31H401966N_AN_A2.12N_AN_AN_A
32H412067N_AN_A2.17N_AN_AN_A
33H351663N_AN_A1.125N_AN_AN_A
34H361663N_AN_A1.375N_AN_AN_A
35H231057N_AN_A1.315N_AN_AN_A
36H241057N_AN_A1.565N_AN_AN_A
37H391865N_AN_A3.25N_AN_AN_A
38H19855N_AN_A1.985N_AN_AN_A
39H20855N_AN_A2.235N_AN_AN_A
40H271259N_AN_A1.165N_AN_AN_A
41H281259N_AN_A1.415N_AN_AN_A
42H371764N_AN_A1.085N_AN_AN_A
43H381764N_AN_A1.335N_AN_AN_A
44H251158N_AN_A1.385N_AN_AN_A
45H261158N_AN_A1.635N_AN_AN_A
46H331562N_AN_A1.345N_AN_AN_A
47H341562N_AN_A1.595N_AN_AN_A
48H16754N_AN_A1.16N_AN_AN_A
49H17754N_AN_A1.16N_AN_AN_A
50H18754N_AN_A1.16N_AN_AN_A
51H13653N_AN_A1.26N_AN_AN_A
52H14653N_AN_A1.26N_AN_AN_A
53H15653N_AN_A1.26N_AN_AN_A
54H10552N_AN_A1.06N_AN_AN_A
55H11552N_AN_A1.06N_AN_AN_A
56H12552N_AN_A1.06N_AN_AN_A
57H311461N_AN_A1.25N_AN_AN_A
58H321461N_AN_A1.25N_AN_AN_A
59H21956N_AN_A1.29N_AN_AN_A
60H22956N_AN_A1.29N_AN_AN_A
61H291360N_AN_A1.25N_AN_AN_A
62H301360N_AN_A1.25N_AN_AN_A
63H422168N_AN_A1.83N_AN_AN_A
64H4450N_AN_A1.0115N_AN_AN_A
65H5450N_AN_A1.0115N_AN_AN_A
66H6450N_AN_A1.0115N_AN_AN_A
67H7451N_AN_A1.0115N_AN_AN_A
68H8451N_AN_A1.0115N_AN_AN_A
69H9451N_AN_A1.0115N_AN_AN_A
70H2246N_AN_A5.68N_AN_AN_A
71H3347N_AN_A5.68N_AN_AN_A
72H1145N_AN_A4.81N_AN_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB00032||

C12N14 Mass data:384.339216035
C13N14 Mass data:411.429796655
C12N15 Mass data:384.339216035
C13N15 Mass data:411.429796655

Miscellanea

Order_Status:DONE
Organism:ath; dcin; dfru; dmgr; dncr; dtni; eath; ebna; ecsi; egma; egra; ehvu; elco; eles; elsa; emtr; eosa; epba; eppa; epta; esbi; esof; estu; etae; evvi; ezma; hsa; map; mmu; rno; tbr; tcr; dame; dre; emte; espu; hch; ko; lma; osa; xla; xtr; human; psp264201; aor; bta; cfa; gga; pcu; ptr; spu; tet
Location:Fridge C UW Box 2 A7
Isomer:
Salt:
Data Source:kegg;hmdb;biocyc
Similar Structure:|cq_19914|
Comments: