UCSF

ZINC03831417

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 7th, 2005 21 Yes

Popular Name: Retinol Retinol

Find On: PubMed — Wikipedia — Google

CAS Numbers: 11103-57-4 , 11103-57-4; 68-26-8 , 68-26-8 , [11103-57-4] , [68-26-8]

Other Names:

(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol; Alphalin; Chocola A; all-trans-retinol; all-trans-retinyl alcohol; all-trans-vitamin A alcohol

(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol; 2,4,6,8-Nonatetraen-1-ol, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (all-E)-; 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclchexen-1-yl)-2,4,6,8-nonatetraen-1-ol; 3,7-

(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol;All-trans-Retinol;b-Retinol;beta-Retinol;Retinol;trans-Retinol;Vitamin A1

(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol;All-trans-Retinol;Retinol;Vitamin A1;b-Retinol;beta-Retinol;trans-Retinol

retin-

11103-57-4; 68-26-8; CPD-13524; Vitamin A; Vitamin A1; all-trans-retinol; retinol; trans-retinol

3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2E,4E,6E,8E-tetraen-1-ol

68-26-8; Aquasol A (TN); D06543; Retinol; Vitamin A (USP); Vitamin A1

all-trans-retinol

all-trans-Retinol, 95%

C00473; Retinol; Vitamin A; Vitamin A1; all-trans-Retinol

C17276; Retinol-(cellular-retinol-binding-protein)

CHEBI:8816; CHEBI:12783; CHEBI:22349

DNC001466

DNC001498

INN); Retinol Acetate (JAN); Retinol Palmitate (JAN); Vitamin a (FDA); Vitamin A Oil (JAN)

INN); Retinol Acetate (JAN); Retinol Palmitate (JAN); Vitamin A Oil (JAN)

INN); Retinol Acetate (JAN); Retinol Palmitate (JAN); Vitamin A Oil (JAN); Vitamin a (FDA)

MFCD00001552

Retinol (BAN

Retinol skeleton

Tricyclics

VITAMIN A

Vitamin A (FDA); Retinol (BAN

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 5.92 9.9 -4.1 1 1 0 20 286.459 5 ↓

Vendor Notes

Note Type Comments Provided By
Mp [°C] 61 - 63 Acros Organics
UniProt Database Links ABCA4_HUMAN; ABCA4_MOUSE; ACOX_SYNY3; ADH7_HUMAN; ADH7_MOUSE; AL1A1_BOVIN; AL1A1_CHICK; AL1A1_HORSE; AL1A1_HUMAN; AL1A1_MACFA; AL1A1_MESAU; AL1A1_MOUSE; AL1A1_RABIT; AL1A1_RAT; AL1A1_SHEEP; AL1A2_CHICK; AL1A2_HUMAN; AL1A2_MOUSE; AL1A2_RAT; AL1A2_TAEGU; AL ChEBI
H phrase H319: Causes serious eye irritation Acros Organics
H phrase H319: Causes serious eye irritation; H302: Harmful if swallowed; H315: Causes skin irritation; H361d: Suspected of damaging the unborn child Acros Organics
P phrase P281: Use personal protective equipment as required Acros Organics
P phrase P281: Use personal protective equipment as required; P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell; P302+ P352: IF ON SKIN: Wash with plenty of soap and water; P280: Wear protective gloves/protective clothing/eye pr Acros Organics
R phrase R22: Harmful if swallowed. Acros Organics
R phrase R22: Harmful if swallowed.; R36/38: Irritating to eyes and skin.; R63: Possible risk of harm to the unborn child. Acros Organics
Reactome Database Links REACT_160072; REACT_160076; REACT_160119; REACT_160121; REACT_160140; REACT_160151; REACT_160239; REACT_160244; REACT_160247; REACT_160266; REACT_160275; REACT_160278; REACT_160295; REACT_160307; REACT_160311; REACT_160313; REACT_25000; REACT_25063; REACT ChEBI
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Acros Organics
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.; S45: In case of accident or if you feel unwell, seek medical advice immediat Acros Organics
Target Transcription factor p65(Q04206)&NF-kappa-B inhibitor alpha(P25963)&Thyroglobulin(P01266)&Transforming growth factor beta-1(P01137)&Superoxide dismutase [Cu-Zn](P00441)&72 kDa type IV collagenase(P08253)&Matrix metalloproteinase-9(P14780)&Retinoic acid re Herbal Ingredients Targets
Patent Database Links US2007202060 ChEBI
Therapy vitamin A SMDC Pharmakon
Hazard XN: Harmful Acros Organics

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
LACB-1-E Beta-lactoglobulin (cluster #1 Of 1), Eukaryotic Eukaryotes 36 0.50 Binding ≤ 10μM
RET1-1-E Cellular Retinol-binding Protein (cluster #1 Of 1), Eukaryotic Eukaryotes 70 0.48 Binding ≤ 10μM
RET2-1-E Cellular Retinol-binding Protein II (cluster #1 Of 1), Eukaryotic Eukaryotes 70 0.48 Binding ≤ 10μM
RET3-1-E Interstitial Retinol-binding Protein (cluster #1 Of 1), Eukaryotic Eukaryotes 70 0.48 Binding ≤ 10μM
RET4-1-E Plasma Retinol-binding Protein (cluster #1 Of 1), Eukaryotic Eukaryotes 70 0.48 Binding ≤ 10μM
RET5-1-E Cellular Retinol-binding Protein III (cluster #1 Of 1), Eukaryotic Eukaryotes 70 0.48 Binding ≤ 10μM
RET7-1-E Cellular Retinol-binding Protein IV (cluster #1 Of 1), Eukaryotic Eukaryotes 70 0.48 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
LACB_BOVIN P02754 Beta-lactoglobulin, Bovin 36 0.50 Binding ≤ 1μM
RET1_HUMAN P09455 Cellular Retinol-binding Protein, Human 70 0.48 Binding ≤ 1μM
RET2_HUMAN P50120 Cellular Retinol-binding Protein II, Human 70 0.48 Binding ≤ 1μM
RET5_HUMAN P82980 Cellular Retinol-binding Protein III, Human 70 0.48 Binding ≤ 1μM
RET7_HUMAN Q96R05 Cellular Retinol-binding Protein IV, Human 70 0.48 Binding ≤ 1μM
RET3_HUMAN P10745 Interstitial Retinol-binding Protein, Human 70 0.48 Binding ≤ 1μM
RET4_HUMAN P02753 Plasma Retinol-binding Protein, Human 70 0.48 Binding ≤ 1μM
LACB_BOVIN P02754 Beta-lactoglobulin, Bovin 36 0.50 Binding ≤ 10μM
RET1_HUMAN P09455 Cellular Retinol-binding Protein, Human 70 0.48 Binding ≤ 10μM
RET2_HUMAN P50120 Cellular Retinol-binding Protein II, Human 70 0.48 Binding ≤ 10μM
RET5_HUMAN P82980 Cellular Retinol-binding Protein III, Human 70 0.48 Binding ≤ 10μM
RET7_HUMAN Q96R05 Cellular Retinol-binding Protein IV, Human 70 0.48 Binding ≤ 10μM
RET3_HUMAN P10745 Interstitial Retinol-binding Protein, Human 70 0.48 Binding ≤ 10μM
RET4_HUMAN P02753 Plasma Retinol-binding Protein, Human 70 0.48 Binding ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Digestion of dietary lipid
Retinoid cycle disease events
Retinoid metabolism and transport
The canonical retinoid cycle in rods (twilight vision)
The retinoid cycle in cones (daylight vision)

Reactome Annotations from Targets (via Uniprot)

Description Species
Retinoid cycle disease events
Retinoid metabolism and transport
The canonical retinoid cycle in rods (twilight vision)
The retinoid cycle in cones (daylight vision)

Analogs ( Draw Identity 99% 90% 80% 70% )