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(6S)-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4S)-2,6,6-trimethyl-3-oxo-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxycyclohex-2-en-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 b82b6e44-fefa-41db-ad2c-f33a69355ce1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (6S)-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4S)-2,6,6-trimethyl-3-oxo-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxycyclohex-2-en-1-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CC(C(=C(C2=O)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC3=C(C(=O)C(CC3(C)C)OC4C(C(C(C(O4)C)O)O)O)C)C)C)(C)C)O)O)O
SMILES (Isomeric) CC1OC(C(C(C1O)O)O)O[C@@H]2C(=O)C(=C(C(C2)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C3=C(C(=O)[C@H](CC3(C)C)OC4OC(C(C(C4O)O)O)C)C)\C)\C)/C)/C)C
InChI InChI=1S/C52H72O12/c1-29(19-15-21-31(3)23-25-37-33(5)41(53)39(27-51(37,9)10)63-49-47(59)45(57)43(55)35(7)61-49)17-13-14-18-30(2)20-16-22-32(4)24-26-38-34(6)42(54)40(28-52(38,11)12)64-50-48(60)46(58)44(56)36(8)62-50/h13-26,35-36,39-40,43-50,55-60H,27-28H2,1-12H3/b14-13+,19-15+,20-16+,25-23+,26-24+,29-17+,30-18+,31-21+,32-22+/t35?,36?,39-,40-,43?,44?,45?,46?,47?,48?,49?,50?/m0/s1
InChI Key BTGYPRJWGLDQRP-AJNWPCOOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C52H72O12
Molecular Weight 889.10 g/mol
Exact Mass 888.50237773 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 8.10
Atomic LogP (AlogP) 6.61
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6S)-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4S)-2,6,6-trimethyl-3-oxo-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxycyclohex-2-en-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 + 0.6858 68.58%
Caco-2 - 0.8582 85.82%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7622 76.22%
OATP2B1 inhibitior + 0.5684 56.84%
OATP1B1 inhibitior + 0.8115 81.15%
OATP1B3 inhibitior + 0.9209 92.09%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9898 98.98%
P-glycoprotein inhibitior + 0.7573 75.73%
P-glycoprotein substrate - 0.7190 71.90%
CYP3A4 substrate + 0.6684 66.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8787 87.87%
CYP3A4 inhibition - 0.8246 82.46%
CYP2C9 inhibition - 0.8439 84.39%
CYP2C19 inhibition - 0.8652 86.52%
CYP2D6 inhibition - 0.9440 94.40%
CYP1A2 inhibition - 0.9294 92.94%
CYP2C8 inhibition - 0.7158 71.58%
CYP inhibitory promiscuity - 0.8904 89.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4623 46.23%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9009 90.09%
Skin irritation - 0.7044 70.44%
Skin corrosion - 0.9357 93.57%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7193 71.93%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6348 63.48%
skin sensitisation - 0.6876 68.76%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.7874 78.74%
Acute Oral Toxicity (c) III 0.6281 62.81%
Estrogen receptor binding + 0.8137 81.37%
Androgen receptor binding + 0.7681 76.81%
Thyroid receptor binding + 0.6510 65.10%
Glucocorticoid receptor binding + 0.7733 77.33%
Aromatase binding + 0.6082 60.82%
PPAR gamma + 0.7622 76.22%
Honey bee toxicity - 0.7495 74.95%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9043 90.43%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.05% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.25% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.49% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.57% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.25% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.81% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.79% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 88.79% 91.49%
CHEMBL1870 P28702 Retinoid X receptor beta 87.55% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.35% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 86.40% 94.73%
CHEMBL2581 P07339 Cathepsin D 85.58% 98.95%
CHEMBL2004 P48443 Retinoid X receptor gamma 83.87% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.86% 99.23%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.32% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.15% 100.00%
CHEMBL2061 P19793 Retinoid X receptor alpha 81.89% 91.67%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.15% 91.07%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Pallenis hierochuntica

Cross-Links

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PubChem 139585710
LOTUS LTS0179342
wikiData Q105005145