PlantaeDB Logo
Login Sign-up

[(2S,3R,4R,5S,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,10,14-trimethylhexadeca-2,6,10,15-tetraen-2-yl]oxy-4,5-dihydroxy-2-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2E,6E,10Z,14S)-14-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-10-(hydroxymethyl)-2,6,14-trimethylhexadeca-2,6,10,15-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

Top
Internal ID 2b77da24-e202-4f72-bc72-f44653daa0b9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2S,3R,4R,5S,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,10,14-trimethylhexadeca-2,6,10,15-tetraen-2-yl]oxy-4,5-dihydroxy-2-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2E,6E,10Z,14S)-14-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-10-(hydroxymethyl)-2,6,14-trimethylhexadeca-2,6,10,15-tetraenoate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(=CCCC(=CCCC(=CCCC(C)(C=C)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O)C)C)C)O)O)OC5C(C(C(C(O5)C)O)OC6C(C(C(C(O6)C)O)O)O)OC(=O)C(=CC(CC(=CCCC(=CCCC(C)(C=C)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)O)CO)C)O)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O/C(=C\CC/C(=C/CC/C(=C/CC[C@@](C)(C=C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)/C)/C)/C)O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)OC(=O)/C(=C/C(C/C(=C/CC/C(=C/CC[C@@](C)(C=C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)/CO)/C)O)/C)O)O)O
InChI InChI=1S/C87H142O43/c1-13-86(11,129-83-70(111)63(104)72(50(35-91)121-83)125-81-67(108)60(101)56(97)48(33-89)119-81)28-18-24-39(4)21-15-20-38(3)22-16-25-42(7)115-79-69(110)62(103)74(52(123-79)37-114-78-65(106)58(99)53(94)43(8)116-78)127-85-76(75(55(96)45(10)118-85)128-80-66(107)59(100)54(95)44(9)117-80)124-77(113)41(6)31-47(93)30-40(5)23-17-26-46(32-88)27-19-29-87(12,14-2)130-84-71(112)64(105)73(51(36-92)122-84)126-82-68(109)61(102)57(98)49(34-90)120-82/h13-14,20,23-25,27,31,43-45,47-76,78-85,88-112H,1-2,15-19,21-22,26,28-30,32-37H2,3-12H3/b38-20+,39-24+,40-23+,41-31+,42-25-,46-27-/t43-,44-,45-,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+,75+,76+,78+,79+,80-,81-,82-,83-,84-,85-,86+,87+/m0/s1
InChI Key TWPJKEGXKHUWDO-MJTREKQCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C87H142O43
Molecular Weight 1876.00 g/mol
Exact Mass 1874.8924832 g/mol
Topological Polar Surface Area (TPSA) 680.00 Ų
XlogP -4.30
Atomic LogP (AlogP) -5.66
H-Bond Acceptor 43
H-Bond Donor 25
Rotatable Bonds 44

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4R,5S,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,10,14-trimethylhexadeca-2,6,10,15-tetraen-2-yl]oxy-4,5-dihydroxy-2-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2E,6E,10Z,14S)-14-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-10-(hydroxymethyl)-2,6,14-trimethylhexadeca-2,6,10,15-tetraenoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5811 58.11%
Caco-2 - 0.8576 85.76%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8292 82.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior + 0.7907 79.07%
MATE1 inhibitior - 0.8612 86.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9675 96.75%
P-glycoprotein inhibitior + 0.7423 74.23%
P-glycoprotein substrate + 0.6967 69.67%
CYP3A4 substrate + 0.7331 73.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8784 87.84%
CYP3A4 inhibition - 0.8963 89.63%
CYP2C9 inhibition - 0.8818 88.18%
CYP2C19 inhibition - 0.8665 86.65%
CYP2D6 inhibition - 0.9445 94.45%
CYP1A2 inhibition - 0.9049 90.49%
CYP2C8 inhibition + 0.7599 75.99%
CYP inhibitory promiscuity - 0.9707 97.07%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7026 70.26%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.6150 61.50%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.5952 59.52%
Human Ether-a-go-go-Related Gene inhibition + 0.7654 76.54%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6194 61.94%
skin sensitisation - 0.8793 87.93%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.5634 56.34%
Acute Oral Toxicity (c) III 0.6464 64.64%
Estrogen receptor binding + 0.6511 65.11%
Androgen receptor binding + 0.7109 71.09%
Thyroid receptor binding + 0.7049 70.49%
Glucocorticoid receptor binding + 0.8012 80.12%
Aromatase binding + 0.7087 70.87%
PPAR gamma + 0.8255 82.55%
Honey bee toxicity - 0.5576 55.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9464 94.64%

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 98.47% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.13% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 94.64% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.89% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.79% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.48% 97.36%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.76% 97.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.44% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.86% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.08% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.42% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.19% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.76% 93.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.64% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 83.73% 91.19%
CHEMBL4015 P41597 C-C chemokine receptor type 2 83.54% 98.57%
CHEMBL5255 O00206 Toll-like receptor 4 83.24% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.86% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 82.80% 93.18%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.49% 82.50%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.97% 85.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.87% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.75% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.38% 96.90%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.30% 97.09%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.10% 94.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.03% 83.00%

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.
Capsicum chinense

Cross-Links

Top
PubChem 102388925
LOTUS LTS0213625
wikiData Q105265983