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(2Z,4E,6E,8E,10E,12E,14E,16E)-19-[(2R,4S)-2,4-dihydroxy-2,6,6-trimethylcyclohexylidene]-3-hydroxy-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

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 092e3558-78c7-4d0e-b443-480d5ccb087e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (2Z,4E,6E,8E,10E,12E,14E,16E)-19-[(2R,4S)-2,4-dihydroxy-2,6,6-trimethylcyclohexylidene]-3-hydroxy-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
SMILES (Canonical) CC(=CC=CC=C(C)C=CC=C(C)C(=CC(=O)C1(CC(CC1(C)C)O)C)O)C=CC=C(C)C=C=C2C(CC(CC2(C)O)O)(C)C
SMILES (Isomeric) C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C(=C\C(=O)[C@@]1(C[C@H](CC1(C)C)O)C)\O)/C=C/C=C(\C)/C=C=C2[C@](C[C@H](CC2(C)C)O)(C)O
InChI InChI=1S/C40H56O5/c1-28(17-13-18-30(3)21-22-35-37(5,6)24-32(41)27-40(35,10)45)15-11-12-16-29(2)19-14-20-31(4)34(43)23-36(44)39(9)26-33(42)25-38(39,7)8/h11-21,23,32-33,41-43,45H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+,34-23-/t22?,32-,33-,39-,40+/m0/s1
InChI Key WFHXPAQOVQBWGU-WDQQZVJBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O5
Molecular Weight 616.90 g/mol
Exact Mass 616.41277488 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 9.00
Atomic LogP (AlogP) 8.65
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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DTXSID501121749
(3S,5R,3'S)-3,5,3',8'-tetrahydroxy-6,7-didehydro-beta,kappa-caroten-6'-one
256505-54-1
I(2),I masculine-Caroten-6a(2)-one, 6,7-didehydro-5,6-dihydro-3,3a(2),5,8a(2)-tetrahydroxy-, (3S,3a(2)S,5R,5a(2)R,6R)-

2D Structure

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2D Structure of (2Z,4E,6E,8E,10E,12E,14E,16E)-19-[(2R,4S)-2,4-dihydroxy-2,6,6-trimethylcyclohexylidene]-3-hydroxy-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9813 98.13%
Caco-2 - 0.8311 83.11%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6767 67.67%
OATP2B1 inhibitior + 0.8580 85.80%
OATP1B1 inhibitior + 0.8702 87.02%
OATP1B3 inhibitior + 0.9273 92.73%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9908 99.08%
P-glycoprotein inhibitior + 0.7496 74.96%
P-glycoprotein substrate - 0.5298 52.98%
CYP3A4 substrate + 0.6557 65.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.8183 81.83%
CYP2C9 inhibition - 0.7875 78.75%
CYP2C19 inhibition - 0.7664 76.64%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.8595 85.95%
CYP2C8 inhibition - 0.6462 64.62%
CYP inhibitory promiscuity - 0.8477 84.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8528 85.28%
Carcinogenicity (trinary) Non-required 0.5975 59.75%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9058 90.58%
Skin irritation + 0.5655 56.55%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7175 71.75%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6228 62.28%
skin sensitisation + 0.4862 48.62%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5375 53.75%
Acute Oral Toxicity (c) I 0.4589 45.89%
Estrogen receptor binding + 0.8075 80.75%
Androgen receptor binding + 0.7603 76.03%
Thyroid receptor binding + 0.7040 70.40%
Glucocorticoid receptor binding + 0.8086 80.86%
Aromatase binding + 0.5775 57.75%
PPAR gamma + 0.7191 71.91%
Honey bee toxicity - 0.8118 81.18%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9850 98.50%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.48% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.33% 90.17%
CHEMBL2581 P07339 Cathepsin D 90.73% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.77% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.43% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.45% 95.50%
CHEMBL2061 P19793 Retinoid X receptor alpha 82.10% 91.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.04% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.61% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.41% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.96% 86.33%
CHEMBL1870 P28702 Retinoid X receptor beta 80.36% 95.00%

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 10952237
LOTUS LTS0043804
wikiData Q105303919