PlantaeDB Logo
Login Sign-up

2-[[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-6-[4,5-dihydroxy-2-[[(1S,2R,7S,10R,11R,14R,15S,16S,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]-6-methyloxan-3-yl]oxyoxane-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

Top
Internal ID b41b7bdd-1784-4452-a29e-1559d21a110b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-6-[4,5-dihydroxy-2-[[(1S,2R,7S,10R,11R,14R,15S,16S,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]-6-methyloxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5C6C(CC(OC67CC5(C4(CCC3C2(C)C)C)CO7)C=C(C)C)(C)O)C)OC8C(C(C(C(O8)COC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)CO)O)OC1C(C(C(CO1)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@H]5[C@H]6[C@@](CC(O[C@@]67C[C@]5([C@@]4(CCC3C2(C)C)C)CO7)C=C(C)C)(C)O)C)OC8C(C(C(C(O8)COC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)CO)O)OC1C(C(C(CO1)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C58H94O26/c1-23(2)15-25-16-56(8,72)47-26-9-10-32-54(6)13-12-33(53(4,5)31(54)11-14-55(32,7)57(26)21-58(47,84-25)76-22-57)80-52-46(40(68)34(62)24(3)77-52)83-49-42(70)39(67)37(65)30(79-49)20-75-51-45(36(64)28(61)19-74-51)82-50-43(71)44(38(66)29(17-59)78-50)81-48-41(69)35(63)27(60)18-73-48/h15,24-52,59-72H,9-14,16-22H2,1-8H3/t24?,25?,26-,27?,28?,29?,30?,31?,32-,33+,34?,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47+,48?,49?,50?,51?,52?,54+,55-,56+,57+,58+/m1/s1
InChI Key WVNDVGFNORPJTO-YOXJUJNFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C58H94O26
Molecular Weight 1207.30 g/mol
Exact Mass 1206.60333310 g/mol
Topological Polar Surface Area (TPSA) 394.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -2.72
H-Bond Acceptor 26
H-Bond Donor 14
Rotatable Bonds 13

Synonyms

Top
AKOS032962046
NSC-708927

2D Structure

Top
2D Structure of 2-[[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-6-[4,5-dihydroxy-2-[[(1S,2R,7S,10R,11R,14R,15S,16S,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]-6-methyloxan-3-yl]oxyoxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7395 73.95%
Caco-2 - 0.8753 87.53%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8201 82.01%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8961 89.61%
P-glycoprotein inhibitior + 0.7447 74.47%
P-glycoprotein substrate + 0.6494 64.94%
CYP3A4 substrate + 0.7538 75.38%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8348 83.48%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.7839 78.39%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8156 81.56%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9398 93.98%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.8247 82.47%
Androgen receptor binding + 0.7584 75.84%
Thyroid receptor binding + 0.6002 60.02%
Glucocorticoid receptor binding + 0.7723 77.23%
Aromatase binding + 0.6614 66.14%
PPAR gamma + 0.8217 82.17%
Honey bee toxicity - 0.5861 58.61%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9306 93.06%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.75% 95.93%
CHEMBL325 Q13547 Histone deacetylase 1 96.52% 95.92%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.44% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 96.35% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.75% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.94% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.27% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.43% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.24% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.92% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.67% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.49% 91.24%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 88.00% 97.86%
CHEMBL221 P23219 Cyclooxygenase-1 87.81% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.47% 89.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.36% 97.47%
CHEMBL2581 P07339 Cathepsin D 87.33% 98.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.76% 100.00%
CHEMBL4072 P07858 Cathepsin B 86.58% 93.67%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.27% 98.75%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.77% 89.05%
CHEMBL3589 P55263 Adenosine kinase 85.58% 98.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.18% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.80% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.26% 95.89%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.09% 85.30%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.75% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.33% 94.00%
CHEMBL3524 P56524 Histone deacetylase 4 82.09% 92.97%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.90% 99.17%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.85% 95.58%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 81.71% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.20% 97.14%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.19% 89.44%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.11% 92.32%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.02% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.84% 95.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.75% 96.90%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.23% 97.53%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.21% 95.36%

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.
Ziziphus jujuba
Ziziphus jujuba var. spinosa
Ziziphus lotus

Cross-Links

Top
PubChem 11970115
LOTUS LTS0206797
wikiData Q105313619