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(3R,4E,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E)-25-[(5R)-5-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaene-2,3-diol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7c2e116a-9528-4741-a4aa-dfddf5f79d9d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (3R,4E,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E)-25-[(5R)-5-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaene-2,3-diol
SMILES (Canonical) CC1=C(C(C(CC1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC=C(C)C=CC(C(C)(C)O)O)C)C
SMILES (Isomeric) CC1=C(C([C@@H](CC1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H](C(C)(C)O)O)/C)/C
InChI InChI=1S/C40H56O3/c1-30(18-13-20-32(3)21-15-23-34(5)25-28-38(42)40(9,10)43)16-11-12-17-31(2)19-14-22-33(4)24-27-36-35(6)26-29-37(41)39(36,7)8/h11-25,27-28,37-38,41-43H,26,29H2,1-10H3/b12-11+,18-13+,19-14+,21-15+,27-24+,28-25+,30-16+,31-17+,32-20+,33-22+,34-23+/t37-,38-/m1/s1
InChI Key KIFXLIDQNLMTHV-CIIZWAMXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O3
Molecular Weight 584.90 g/mol
Exact Mass 584.42294564 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 10.70
Atomic LogP (AlogP) 9.68
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4E,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E)-25-[(5R)-5-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaene-2,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9901 99.01%
Caco-2 - 0.8033 80.33%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6897 68.97%
OATP2B1 inhibitior - 0.5686 56.86%
OATP1B1 inhibitior + 0.7933 79.33%
OATP1B3 inhibitior + 0.9669 96.69%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9948 99.48%
P-glycoprotein inhibitior + 0.7902 79.02%
P-glycoprotein substrate - 0.6820 68.20%
CYP3A4 substrate + 0.6486 64.86%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8001 80.01%
CYP3A4 inhibition - 0.8455 84.55%
CYP2C9 inhibition - 0.8634 86.34%
CYP2C19 inhibition - 0.8847 88.47%
CYP2D6 inhibition - 0.9219 92.19%
CYP1A2 inhibition - 0.8949 89.49%
CYP2C8 inhibition - 0.6369 63.69%
CYP inhibitory promiscuity - 0.9131 91.31%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5848 58.48%
Eye corrosion - 0.9778 97.78%
Eye irritation - 0.9054 90.54%
Skin irritation + 0.5690 56.90%
Skin corrosion - 0.8995 89.95%
Ames mutagenesis - 0.7045 70.45%
Human Ether-a-go-go-Related Gene inhibition + 0.8547 85.47%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6856 68.56%
skin sensitisation + 0.7384 73.84%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.5617 56.17%
Acute Oral Toxicity (c) III 0.7397 73.97%
Estrogen receptor binding + 0.8059 80.59%
Androgen receptor binding + 0.5244 52.44%
Thyroid receptor binding + 0.7587 75.87%
Glucocorticoid receptor binding + 0.7577 75.77%
Aromatase binding - 0.5606 56.06%
PPAR gamma + 0.7511 75.11%
Honey bee toxicity - 0.8384 83.84%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8522 85.22%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 98.98% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.80% 91.11%
CHEMBL2061 P19793 Retinoid X receptor alpha 90.27% 91.67%
CHEMBL1870 P28702 Retinoid X receptor beta 89.20% 95.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.67% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.29% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 87.49% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.61% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.29% 93.56%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.13% 97.47%
CHEMBL2004 P48443 Retinoid X receptor gamma 84.12% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.81% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.52% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.37% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.64% 89.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.04% 90.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.60% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.56% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.34% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.40% 98.75%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162919181
LOTUS LTS0192372
wikiData Q105141487