Compound
13-cis-retinol
Retinol and derivatives of retinol that play an essential role in metabolic functioning of the retina, the growth of and differentiation of epithelial tissue, the growth of bone, reproduction, and the immune response. Dietary vitamin A is derived from a variety of carotenoids found in plants. It is enriched in the liver, egg yolks, and the fat component of dairy products.
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C20H30O
- Mass
- 286.459 g/mol
- Charge
- 0
- InChIKey
- FPIPGXGPPPQFEQ-HWCYFHEPSA-N
- SMILES
- CC1=C(/C=C/C(C)=C/C=C/C(C)=CCO)C(C)(C)CCC1
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
7 entities
7 entities reached.
0 reported hops7 assembled from the scaffold
- RDH5ProteinUNIPROT:Q92781substrate ofInferred only32 paths16 endpoints
- AWAT2ProteinUNIPROT:Q6E213substrate ofInferred only24 paths12 endpoints
- AKR1B1ProteinUNIPROT:P15121substrate ofInferred only22 paths22 endpoints
- DGAT1ProteinUNIPROT:O75907substrate ofInferred only18 paths18 endpoints
- RDH11ProteinUNIPROT:Q8TC12substrate ofInferred only13 paths13 endpoints
- AKR1B10ProteinUNIPROT:O60218substrate ofInferred only7 paths7 endpoints
- RDH16ProteinUNIPROT:O75452substrate ofInferred only7 paths7 endpoints
What the reference databases state
Chemical structure
- 13-cis-retinyl hexadecanoate has the functional parent 13-cis-retinolCompoundChEBI CHEBI:138722Inferred only
- 13-cis-retinyl tetradecanoate has the functional parent 13-cis-retinolCompoundChEBI CHEBI:138704Inferred only
Statements
18 statements
18 statements · 2 reference databases · Subject: 13-cis-retinol · Sources: Human-GEM, Rhea
- 11-cis-retinol is converted to 13-cis-retinolCompoundRhea RHEA:55356Inferred only
- 13-cis-retinol is converted to 13-cis-retinalCompoundRhea RHEA:42056Inferred only
- 13-cis-retinol is converted to 13-cis-retinalCompoundHuman-GEM MAR08710Inferred only
- 13-cis-retinol is converted to 13-cis-retinalCompoundRhea RHEA:54920Inferred only
- 13-cis-retinal is converted to 13-cis-retinolCompoundHuman-GEM MAR08710Inferred only
- 13-cis-retinal is converted to 13-cis-retinolCompoundRhea RHEA:42056Inferred only
- 13-cis-retinal is converted to 13-cis-retinolCompoundRhea RHEA:54920Inferred only
- all-trans-retinol is converted to 13-cis-retinolCompoundRhea RHEA:55352Inferred only
- all-trans-retinol is converted to 13-cis-retinolCompoundHuman-GEM MAR06645Inferred only
- 13-cis-retinol is a substrate of AKR1B1ProteinRhea RHEA:54920Inferred only
- 13-cis-retinol is a substrate of AKR1B10ProteinRhea RHEA:54920Inferred only
- 13-cis-retinol is a substrate of AWAT2ProteinRhea RHEA:77771Inferred only
Show the remaining 6
- 13-cis-retinol is a substrate of AWAT2ProteinRhea RHEA:55280Inferred only
- 13-cis-retinol is a substrate of DGAT1ProteinRhea RHEA:55296Inferred only
- 13-cis-retinol is a substrate of RDH11ProteinRhea RHEA:54920Inferred only
- 13-cis-retinol is a substrate of RDH16ProteinRhea RHEA:42056Inferred only
- 13-cis-retinol is a substrate of RDH5ProteinHuman-GEM MAR08710Inferred only
- 13-cis-retinol is a substrate of RDH5ProteinRhea RHEA:42056Inferred only
Reactions
10 reactions
all-trans-retinol13-cis-retinol
Reaction pageLeft to rightBalancedcytosol
Human-GEM MAR06645CC BY 4.0Reference data
13-cis-retinal+proton+NADH(2-)13-cis-retinol+NAD(+)
Catalysed by RDH5
Reaction pageReversibleBalancedEC 1.1.1.315cytosol
Human-GEM MAR08710CC BY 4.0Reference data
an all-trans-retinyl ester+water13-cis-retinol+a fatty acid+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:31779CC BY 4.0Reference data
13-cis-retinol+NAD(1-)13-cis-retinal+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:42056CC BY 4.0Reference data
13-cis-retinol+NADP(3-)13-cis-retinal+NADPH(4-)+hydron
Catalysed by AKR1B10 or AKR1B1 or RDH11
Reaction pageDirection not assertedBalanced
Rhea RHEA:54920CC BY 4.0Reference data
13-cis-retinol+tetradecanoyl-CoA13-cis-retinyl tetradecanoate+coenzyme A(4-)
Catalysed by AWAT2
Reaction pageLeft to rightBalanced
Rhea RHEA:55280CC BY 4.0Reference data
13-cis-retinol+hexadecanoyl-CoA13-cis-retinyl hexadecanoate+coenzyme A(4-)
Catalysed by DGAT1
Reaction pageLeft to rightBalanced
Rhea RHEA:55296CC BY 4.0Reference data
all-trans-retinol13-cis-retinol
Catalysed by DEGS1
Reaction pageLeft to rightBalanced
Rhea RHEA:55352CC BY 4.0Reference data
Catalysed by DEGS1
Reaction pageLeft to rightBalanced
Rhea RHEA:55356CC BY 4.0Reference data
13-cis-retinol+a fatty acyl-CoA13-cis-retinyl ester+coenzyme A(4-)
Catalysed by AWAT2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:77771CC BY 4.0Reference data
Other names
4 names
Resolves to: 13-cis-retinol
- Also called
- (13cis)-retinol(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol13Z-retinolRETINOL