PlantaeDB Logo
Login Sign-up

[(2R,3S,5S)-2,4,5-trihydroxy-3-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (4R,6aS,6bR,9R,10S,12aR,14bR)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-2-[(3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate

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

Top
Internal ID 7a2217d0-744b-4ffa-be7c-ff4e112c2ad8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3S,5S)-2,4,5-trihydroxy-3-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (4R,6aS,6bR,9R,10S,12aR,14bR)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-2-[(3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)(O)OCC3C(C(C(C(O3)(O)OC(=O)C4CC(CC5C4CCC6(C5=CCC7C6(CCC8C7(CCC(C8(C)CO)OC9(C(C(C(C(O9)C)O)O)O)C1C(C(C(CO1)O)O)O)C)C)C)(C)C)OC1(C(C(C(C(O1)CO)O)O)O)O)O)O)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@H](C(O1)O[C@@H]2C(O[C@@]([C@H](C2O)O)(O)OCC3[C@H](C([C@@H]([C@](O3)(O)OC(=O)[C@@H]4CC(C[C@@H]5C4CC[C@@]6(C5=CCC7[C@]6(CCC8[C@@]7(CC[C@@H]([C@@]8(C)CO)OC9([C@H]([C@H]([C@@H]([C@H](O9)C)O)O)O)C1[C@@H]([C@@H]([C@H](CO1)O)O)O)C)C)C)(C)C)O[C@]1([C@H](C([C@@H](C(O1)CO)O)O)O)O)O)O)CO)O)O)O
InChI InChI=1S/C65H106O34/c1-24-37(70)42(75)47(80)56(91-24)92-49-32(20-67)95-63(86,52(84)48(49)81)90-22-33-41(74)46(79)54(98-64(87)51(83)44(77)40(73)31(19-66)94-64)65(88,96-33)99-55(85)28-18-57(3,4)17-27-26(28)11-15-60(7)29(27)9-10-35-58(5)14-13-36(59(6,23-68)34(58)12-16-61(35,60)8)97-62(50(82)43(76)38(71)25(2)93-62)53-45(78)39(72)30(69)21-89-53/h9,24-28,30-54,56,66-84,86-88H,10-23H2,1-8H3/t24-,25-,26?,27-,28-,30+,31?,32?,33?,34?,35?,36+,37-,38-,39-,40-,41-,42+,43+,44?,45-,46?,47+,48?,49-,50+,51+,52+,53?,54+,56?,58+,59+,60-,61-,62?,63+,64-,65-/m1/s1
InChI Key XWGSQGHDZTXSKS-QMTSSIFASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C65H106O34
Molecular Weight 1431.50 g/mol
Exact Mass 1430.6565504 g/mol
Topological Polar Surface Area (TPSA) 564.00 Ų
XlogP -6.00
Atomic LogP (AlogP) -7.52
H-Bond Acceptor 34
H-Bond Donor 22
Rotatable Bonds 15

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,5S)-2,4,5-trihydroxy-3-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3S,5S)-2,3,4-trihydroxy-6-(hydroxymethyl)-5-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]oxan-2-yl] (4R,6aS,6bR,9R,10S,12aR,14bR)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-2-[(3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8833 88.33%
Caco-2 - 0.8668 86.68%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8731 87.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8083 80.83%
OATP1B3 inhibitior - 0.3270 32.70%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.8026 80.26%
BSEP inhibitior + 0.9712 97.12%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.7463 74.63%
CYP3A4 substrate + 0.7518 75.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8828 88.28%
CYP3A4 inhibition - 0.8798 87.98%
CYP2C9 inhibition - 0.8540 85.40%
CYP2C19 inhibition - 0.8729 87.29%
CYP2D6 inhibition - 0.9327 93.27%
CYP1A2 inhibition - 0.8708 87.08%
CYP2C8 inhibition + 0.8417 84.17%
CYP inhibitory promiscuity - 0.9317 93.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6133 61.33%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8973 89.73%
Skin irritation - 0.6793 67.93%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7864 78.64%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6907 69.07%
skin sensitisation - 0.8807 88.07%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.7375 73.75%
Nephrotoxicity - 0.6173 61.73%
Acute Oral Toxicity (c) III 0.6152 61.52%
Estrogen receptor binding + 0.7177 71.77%
Androgen receptor binding + 0.7786 77.86%
Thyroid receptor binding + 0.7146 71.46%
Glucocorticoid receptor binding + 0.8024 80.24%
Aromatase binding + 0.6893 68.93%
PPAR gamma + 0.8181 81.81%
Honey bee toxicity - 0.6120 61.20%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5050 50.50%
Fish aquatic toxicity + 0.9639 96.39%

Targets

Top

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 97.77% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.69% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 93.86% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.85% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.91% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.80% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.48% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.64% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.40% 89.00%
CHEMBL5028 O14672 ADAM10 88.21% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.12% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.27% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.19% 95.56%
CHEMBL259 P32245 Melanocortin receptor 4 82.53% 95.38%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.29% 92.78%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.13% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.07% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.83% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.67% 96.90%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.63% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.29% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.10% 93.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.06% 86.92%

Plants that contains it

Top
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.
Oreopanax guatemalensis

Cross-Links

Top
PubChem 163087996
LOTUS LTS0024508
wikiData Q105343386