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[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2E,4S,5R,6E,8S,9R,10E,12S,13R,14E,16R,18S)-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethyl-13-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyicosa-2,6,10,14-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 72ade8b0-b92e-4221-a35f-eb4bafe3e2af
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name [(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2E,4S,5R,6E,8S,9R,10E,12S,13R,14E,16R,18S)-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethyl-13-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyicosa-2,6,10,14-tetraenoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H70O14/c1-11-20(2)12-21(3)13-26(8)38(54-40-37(50)36(49)35(48)31(18-42)53-40)27(9)15-24(6)32(45)22(4)14-23(5)33(46)25(7)16-28(10)39(51)52-19-30(44)34(47)29(43)17-41/h13-16,20-22,25,27,29-38,40-50H,11-12,17-19H2,1-10H3/b23-14+,24-15+,26-13+,28-16+/t20-,21+,22-,25-,27-,29+,30-,31+,32+,33-,34+,35+,36-,37-,38-,40-/m0/s1
InChI Key GCBOFAMJKLBCMW-ADXKNKPWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H70O14
Molecular Weight 775.00 g/mol
Exact Mass 774.47655690 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.28
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2E,4S,5R,6E,8S,9R,10E,12S,13R,14E,16R,18S)-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethyl-13-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyicosa-2,6,10,14-tetraenoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5877 58.77%
Caco-2 - 0.8702 87.02%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7616 76.16%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8324 83.24%
OATP1B3 inhibitior + 0.9172 91.72%
MATE1 inhibitior - 0.8812 88.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8451 84.51%
P-glycoprotein inhibitior + 0.6863 68.63%
P-glycoprotein substrate - 0.5410 54.10%
CYP3A4 substrate + 0.6687 66.87%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8858 88.58%
CYP3A4 inhibition - 0.8447 84.47%
CYP2C9 inhibition - 0.8938 89.38%
CYP2C19 inhibition - 0.7845 78.45%
CYP2D6 inhibition - 0.9126 91.26%
CYP1A2 inhibition - 0.8570 85.70%
CYP2C8 inhibition + 0.4947 49.47%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7515 75.15%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9119 91.19%
Skin irritation - 0.7752 77.52%
Skin corrosion - 0.9624 96.24%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3909 39.09%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6449 64.49%
skin sensitisation - 0.8742 87.42%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5524 55.24%
Acute Oral Toxicity (c) III 0.6343 63.43%
Estrogen receptor binding + 0.8266 82.66%
Androgen receptor binding + 0.5812 58.12%
Thyroid receptor binding + 0.5450 54.50%
Glucocorticoid receptor binding + 0.7028 70.28%
Aromatase binding + 0.6003 60.03%
PPAR gamma + 0.7319 73.19%
Honey bee toxicity - 0.7151 71.51%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.8331 83.31%

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 98.17% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.90% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.86% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.67% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.74% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.70% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 91.62% 94.73%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.21% 96.47%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.57% 97.21%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.01% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.69% 96.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.74% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.43% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.09% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.44% 95.89%
CHEMBL4015 P41597 C-C chemokine receptor type 2 83.42% 98.57%
CHEMBL256 P0DMS8 Adenosine A3 receptor 83.10% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.69% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.88% 90.17%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.83% 93.10%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.61% 95.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.44% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.84% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.08% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.01% 89.34%

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 162879386
LOTUS LTS0154565
wikiData Q105006191