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(2S,3R,4R,5S,6R)-2-(hydroxymethyl)-6-[[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[(1Z,3Z,5E,7E,9Z,11E,13E,15Z)-4,7,12,15-tetramethyl-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1-[2,6,6-trimethyl-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]-18-[2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-2-yl]oxyoxan-2-yl]methoxy]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 7364ec18-4ad4-4804-befc-3b6f0dba63f0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2S,3R,4R,5S,6R)-2-(hydroxymethyl)-6-[[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[(1Z,3Z,5E,7E,9Z,11E,13E,15Z)-4,7,12,15-tetramethyl-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1-[2,6,6-trimethyl-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]-18-[2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
SMILES (Canonical) CC1=C(C(CC(C1)OC2C(C(C(C(O2)CO)O)O)O)(C)C)C=C(C=C(C)C=CC(=CC=CC=C(C)C=CC(=CC(=CC3=C(CC(CC3(C)C)OC4C(C(C(C(O4)CO)O)O)O)C)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
SMILES (Isomeric) CC1=C(C(CC(C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)(C)C)C=C(/C=C(/C)\C=C\C(=C\C=C/C=C(\C)/C=C/C(=C\C(=C\C3=C(CC(CC3(C)C)O[C@@H]4[C@H]([C@@H]([C@@H]([C@@H](O4)CO)O)O)O)C)\O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)CO[C@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O)O)O)O)O)/C)\C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
InChI InChI=1S/C76H116O34/c1-33(15-17-35(3)19-39(23-43-37(5)21-41(25-75(43,7)8)103-73-65(95)59(89)53(83)47(29-79)107-73)101-71-67(97)61(91)55(85)49(109-71)31-99-69-63(93)57(87)51(81)45(27-77)105-69)13-11-12-14-34(2)16-18-36(4)20-40(24-44-38(6)22-42(26-76(44,9)10)104-74-66(96)60(90)54(84)48(30-80)108-74)102-72-68(98)62(92)56(86)50(110-72)32-100-70-64(94)58(88)52(82)46(28-78)106-70/h11-20,23-24,41-42,45-74,77-98H,21-22,25-32H2,1-10H3/b12-11-,17-15+,18-16+,33-13+,34-14+,35-19-,36-20-,39-23-,40-24?/t41?,42?,45-,46+,47-,48+,49-,50+,51-,52+,53+,54+,55-,56+,57+,58-,59+,60-,61+,62-,63-,64+,65-,66+,67-,68+,69+,70+,71-,72+,73-,74+/m0/s1
InChI Key GNMYUWZJQKELSW-QBTIESFZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C76H116O34
Molecular Weight 1573.70 g/mol
Exact Mass 1572.7348008 g/mol
Topological Polar Surface Area (TPSA) 556.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -3.87
H-Bond Acceptor 34
H-Bond Donor 22
Rotatable Bonds 28

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5S,6R)-2-(hydroxymethyl)-6-[[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[(1Z,3Z,5E,7E,9Z,11E,13E,15Z)-4,7,12,15-tetramethyl-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1-[2,6,6-trimethyl-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]-18-[2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-2-yl]oxyoxan-2-yl]methoxy]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 - 0.7781 77.81%
Caco-2 - 0.8570 85.70%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7937 79.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8112 81.12%
OATP1B3 inhibitior + 0.8675 86.75%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9689 96.89%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate - 0.5511 55.11%
CYP3A4 substrate + 0.6819 68.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8433 84.33%
CYP3A4 inhibition - 0.9628 96.28%
CYP2C9 inhibition - 0.8065 80.65%
CYP2C19 inhibition - 0.8260 82.60%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.8912 89.12%
CYP2C8 inhibition + 0.5588 55.88%
CYP inhibitory promiscuity - 0.8577 85.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6443 64.43%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8960 89.60%
Skin irritation - 0.8275 82.75%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.6191 61.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7962 79.62%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6540 65.40%
skin sensitisation - 0.8316 83.16%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity + 0.5475 54.75%
Acute Oral Toxicity (c) III 0.6481 64.81%
Estrogen receptor binding + 0.6899 68.99%
Androgen receptor binding + 0.7453 74.53%
Thyroid receptor binding + 0.6873 68.73%
Glucocorticoid receptor binding + 0.7843 78.43%
Aromatase binding + 0.6814 68.14%
PPAR gamma + 0.8069 80.69%
Honey bee toxicity - 0.6796 67.96%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.7988 79.88%

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 98.88% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.96% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 89.24% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 88.92% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.61% 97.09%
CHEMBL1870 P28702 Retinoid X receptor beta 88.42% 95.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.63% 95.50%
CHEMBL3524 P56524 Histone deacetylase 4 87.47% 92.97%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.77% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.73% 89.00%
CHEMBL2004 P48443 Retinoid X receptor gamma 86.22% 100.00%
CHEMBL2061 P19793 Retinoid X receptor alpha 85.91% 91.67%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.28% 97.47%
CHEMBL2581 P07339 Cathepsin D 85.09% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.76% 96.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.72% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.54% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.35% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.04% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.46% 96.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.20% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.87% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.22% 97.36%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.02% 96.90%

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.
Crocus sativus
Pyrus calleryana

Cross-Links

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PubChem 24883912
NPASS NPC186952