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[(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2E,4S,5S,6E,8S,9S,10E,12S,13S,14E,16S,18S)-13-[(2R,3S,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-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 dd683803-ab3c-4aea-8303-3d2cbe92d35e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name [(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2E,4S,5S,6E,8S,9S,10E,12S,13S,14E,16S,18S)-13-[(2R,3S,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-2,6,10,14-tetraenoate
SMILES (Canonical) CCC(C)CC(C)C=C(C)C(C(C)C=C(C)C(C(C)C=C(C)C(C(C)C=C(C)C(=O)OCC(C(C(CO)O)O)O)O)O)OC1C(C(C(C(O1)CO)OC)O)O
SMILES (Isomeric) CC[C@H](C)C[C@H](C)/C=C(\C)/[C@H]([C@@H](C)/C=C(\C)/[C@H]([C@@H](C)/C=C(\C)/[C@H]([C@@H](C)/C=C(\C)/C(=O)OC[C@H]([C@@H]([C@@H](CO)O)O)O)O)O)O[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)OC)O)O
InChI InChI=1S/C41H72O14/c1-12-21(2)13-22(3)14-27(8)38(55-41-37(50)36(49)39(52-11)32(19-43)54-41)28(9)16-25(6)33(46)23(4)15-24(5)34(47)26(7)17-29(10)40(51)53-20-31(45)35(48)30(44)18-42/h14-17,21-23,26,28,30-39,41-50H,12-13,18-20H2,1-11H3/b24-15+,25-16+,27-14+,29-17+/t21-,22-,23-,26-,28-,30+,31+,32+,33-,34+,35+,36+,37-,38+,39+,41-/m0/s1
InChI Key OBPQMRUXOXZBPH-GOYUESPXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H72O14
Molecular Weight 789.00 g/mol
Exact Mass 788.49220697 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.93
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl] (2E,4S,5S,6E,8S,9S,10E,12S,13S,14E,16S,18S)-13-[(2R,3S,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-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 + 0.5606 56.06%
Caco-2 - 0.8696 86.96%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7366 73.66%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8399 83.99%
OATP1B3 inhibitior + 0.9217 92.17%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8836 88.36%
P-glycoprotein inhibitior + 0.7043 70.43%
P-glycoprotein substrate + 0.5447 54.47%
CYP3A4 substrate + 0.6854 68.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8859 88.59%
CYP3A4 inhibition - 0.8786 87.86%
CYP2C9 inhibition - 0.9020 90.20%
CYP2C19 inhibition - 0.8044 80.44%
CYP2D6 inhibition - 0.9140 91.40%
CYP1A2 inhibition - 0.8691 86.91%
CYP2C8 inhibition + 0.5322 53.22%
CYP inhibitory promiscuity - 0.9497 94.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7578 75.78%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9107 91.07%
Skin irritation - 0.7915 79.15%
Skin corrosion - 0.9619 96.19%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6460 64.60%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8748 87.48%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.4801 48.01%
Acute Oral Toxicity (c) III 0.6180 61.80%
Estrogen receptor binding + 0.8134 81.34%
Androgen receptor binding + 0.6056 60.56%
Thyroid receptor binding + 0.5306 53.06%
Glucocorticoid receptor binding + 0.7431 74.31%
Aromatase binding + 0.6216 62.16%
PPAR gamma + 0.7494 74.94%
Honey bee toxicity - 0.6809 68.09%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.7125 71.25%

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 98.56% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.24% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.32% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.89% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.28% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.23% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 91.09% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.00% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.65% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.91% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.35% 89.00%
CHEMBL256 P0DMS8 Adenosine A3 receptor 86.31% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.80% 99.23%
CHEMBL4015 P41597 C-C chemokine receptor type 2 85.54% 98.57%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.35% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.75% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.14% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.58% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 82.94% 92.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.63% 83.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.01% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.83% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.68% 97.09%

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 9897161
LOTUS LTS0029066
wikiData Q77566193