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[(3S,3'S,4'S,5'R,6'R)-3',4,5',6-tetrahydroxy-6'-(hydroxymethyl)spiro[1H-2-benzofuran-3,2'-oxane]-4'-yl] (2E,4E,7R,8Z,10Z,14S)-7-hydroxy-8,14-dimethylhexadeca-2,4,8,10-tetraenoate

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 db64d5d4-46f2-471c-b8aa-d155334568f8
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name [(3S,3'S,4'S,5'R,6'R)-3',4,5',6-tetrahydroxy-6'-(hydroxymethyl)spiro[1H-2-benzofuran-3,2'-oxane]-4'-yl] (2E,4E,7R,8Z,10Z,14S)-7-hydroxy-8,14-dimethylhexadeca-2,4,8,10-tetraenoate
SMILES (Canonical) CCC(C)CCC=CC=C(C)C(CC=CC=CC(=O)OC1C(C(OC2(C1O)C3=C(CO2)C=C(C=C3O)O)CO)O)O
SMILES (Isomeric) CC[C@H](C)CC/C=C\C=C(\C)/[C@@H](C/C=C/C=C/C(=O)O[C@H]1[C@@H]([C@H](O[C@]2([C@H]1O)C3=C(CO2)C=C(C=C3O)O)CO)O)O
InChI InChI=1S/C31H42O10/c1-4-19(2)11-7-5-8-12-20(3)23(34)13-9-6-10-14-26(36)40-29-28(37)25(17-32)41-31(30(29)38)27-21(18-39-31)15-22(33)16-24(27)35/h5-6,8-10,12,14-16,19,23,25,28-30,32-35,37-38H,4,7,11,13,17-18H2,1-3H3/b8-5-,9-6+,14-10+,20-12-/t19-,23+,25+,28+,29-,30-,31-/m0/s1
InChI Key XKSZJTQIZHUMGA-WMHGEZCGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H42O10
Molecular Weight 574.70 g/mol
Exact Mass 574.27779753 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,3'S,4'S,5'R,6'R)-3',4,5',6-tetrahydroxy-6'-(hydroxymethyl)spiro[1H-2-benzofuran-3,2'-oxane]-4'-yl] (2E,4E,7R,8Z,10Z,14S)-7-hydroxy-8,14-dimethylhexadeca-2,4,8,10-tetraenoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9289 92.89%
Caco-2 - 0.8634 86.34%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7109 71.09%
OATP2B1 inhibitior - 0.7175 71.75%
OATP1B1 inhibitior + 0.8362 83.62%
OATP1B3 inhibitior + 0.9169 91.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9708 97.08%
P-glycoprotein inhibitior + 0.6489 64.89%
P-glycoprotein substrate + 0.6881 68.81%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8775 87.75%
CYP3A4 inhibition - 0.5404 54.04%
CYP2C9 inhibition - 0.8192 81.92%
CYP2C19 inhibition - 0.7543 75.43%
CYP2D6 inhibition - 0.8845 88.45%
CYP1A2 inhibition - 0.6849 68.49%
CYP2C8 inhibition + 0.6767 67.67%
CYP inhibitory promiscuity - 0.5792 57.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5691 56.91%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9329 93.29%
Skin irritation - 0.6541 65.41%
Skin corrosion - 0.9418 94.18%
Ames mutagenesis - 0.6015 60.15%
Human Ether-a-go-go-Related Gene inhibition + 0.8619 86.19%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5323 53.23%
skin sensitisation - 0.8790 87.90%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6995 69.95%
Acute Oral Toxicity (c) III 0.4272 42.72%
Estrogen receptor binding + 0.8073 80.73%
Androgen receptor binding + 0.6403 64.03%
Thyroid receptor binding - 0.4872 48.72%
Glucocorticoid receptor binding + 0.6946 69.46%
Aromatase binding + 0.5484 54.84%
PPAR gamma + 0.6458 64.58%
Honey bee toxicity - 0.7323 73.23%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9788 97.88%

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 99.23% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.83% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.61% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.08% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.39% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.19% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 90.53% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 90.39% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.81% 93.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.48% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.03% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.66% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.57% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.53% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.21% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.34% 96.95%
CHEMBL4040 P28482 MAP kinase ERK2 85.32% 83.82%
CHEMBL236 P41143 Delta opioid receptor 85.07% 99.35%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.69% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.07% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.50% 92.62%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.68% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 80.50% 97.79%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.48% 97.53%
CHEMBL4581 P52732 Kinesin-like protein 1 80.35% 93.18%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.16% 96.47%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.08% 89.05%

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.
There are no matching plants.

Cross-Links

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PubChem 139589336
LOTUS LTS0242759
wikiData Q105329698