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(2R,3R,4S,5S,6R)-2-[(3S,5S,6E,10R,11R,14E,16S,18S)-3,18-dihydroxy-3,7,14,18-tetramethyl-10,11-bis(prop-1-en-2-yl)-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyicosa-1,6,14,19-tetraen-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 a632eff7-47f1-4c87-83a7-ad59ab5299c5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[(3S,5S,6E,10R,11R,14E,16S,18S)-3,18-dihydroxy-3,7,14,18-tetramethyl-10,11-bis(prop-1-en-2-yl)-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyicosa-1,6,14,19-tetraen-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=C)C(CCC(=CC(CC(C)(C=C)O)OC1C(C(C(C(O1)CO)O)O)O)C)C(CCC(=CC(CC(C)(C=C)O)OC2C(C(C(C(O2)CO)O)O)O)C)C(=C)C
SMILES (Isomeric) CC(=C)[C@@H]([C@H](C(=C)C)CC/C(=C/[C@@H](O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C[C@](O)(C=C)C)/C)CC/C(=C/[C@@H](O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)C[C@](O)(C=C)C)/C
InChI InChI=1S/C42H70O14/c1-11-41(9,51)19-27(53-39-37(49)35(47)33(45)31(21-43)55-39)17-25(7)13-15-29(23(3)4)30(24(5)6)16-14-26(8)18-28(20-42(10,52)12-2)54-40-38(50)36(48)34(46)32(22-44)56-40/h11-12,17-18,27-40,43-52H,1-3,5,13-16,19-22H2,4,6-10H3/b25-17+,26-18+/t27-,28-,29+,30+,31-,32-,33-,34-,35+,36+,37-,38-,39-,40-,41-,42-/m1/s1
InChI Key IAXMSBCBRWSXIH-AGKBTZFZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H70O14
Molecular Weight 799.00 g/mol
Exact Mass 798.47655690 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 1.85
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[(3S,5S,6E,10R,11R,14E,16S,18S)-3,18-dihydroxy-3,7,14,18-tetramethyl-10,11-bis(prop-1-en-2-yl)-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyicosa-1,6,14,19-tetraen-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6892 68.92%
Caco-2 - 0.8662 86.62%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7442 74.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8726 87.26%
OATP1B3 inhibitior + 0.8349 83.49%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8650 86.50%
P-glycoprotein inhibitior + 0.7328 73.28%
P-glycoprotein substrate - 0.7805 78.05%
CYP3A4 substrate + 0.6397 63.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8517 85.17%
CYP3A4 inhibition - 0.8994 89.94%
CYP2C9 inhibition - 0.8803 88.03%
CYP2C19 inhibition - 0.8588 85.88%
CYP2D6 inhibition - 0.9434 94.34%
CYP1A2 inhibition - 0.9038 90.38%
CYP2C8 inhibition - 0.6005 60.05%
CYP inhibitory promiscuity - 0.9630 96.30%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6970 69.70%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.6491 64.91%
Skin corrosion - 0.9531 95.31%
Ames mutagenesis - 0.5991 59.91%
Human Ether-a-go-go-Related Gene inhibition + 0.8141 81.41%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6042 60.42%
skin sensitisation - 0.8783 87.83%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.6339 63.39%
Acute Oral Toxicity (c) III 0.5969 59.69%
Estrogen receptor binding + 0.7832 78.32%
Androgen receptor binding + 0.7206 72.06%
Thyroid receptor binding + 0.5606 56.06%
Glucocorticoid receptor binding + 0.7111 71.11%
Aromatase binding + 0.6503 65.03%
PPAR gamma + 0.7737 77.37%
Honey bee toxicity - 0.6563 65.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7900 79.00%
Fish aquatic toxicity + 0.9246 92.46%

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
CHEMBL3401 O75469 Pregnane X receptor 95.00% 94.73%
CHEMBL2581 P07339 Cathepsin D 93.96% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.21% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.75% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.55% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.64% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.26% 96.61%
CHEMBL4040 P28482 MAP kinase ERK2 86.75% 83.82%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 86.39% 92.68%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.97% 97.36%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.60% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.85% 96.47%
CHEMBL2996 Q05655 Protein kinase C delta 82.30% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.05% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.98% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.70% 90.93%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.89% 82.50%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.53% 85.00%

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.
Amaranthus retroflexus

Cross-Links

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PubChem 101407083
LOTUS LTS0173115
wikiData Q105036337