PlantaeDB Logo
Login Sign-up

[(2S,3R,4S,5S,6S)-3-[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6S)-3-acetamido-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-(2-aminobenzoyl)oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 4fe7c811-b33e-4aa7-a594-04e3dde0d2a2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6S)-3-[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6S)-3-acetamido-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-(2-aminobenzoyl)oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(C(C7)OC(=O)C8=CC=CC=C8N)(C)C)C(=O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)C)OC1C(C(C(CO1)O)O)O)O)O)O)C)C)C)NC(=O)C)O)O)OC1C(C(C(CO1)O)O)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@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(C[C@H]([C@@]7([C@H]6CC([C@H](C7)OC(=O)C8=CC=CC=C8N)(C)C)C(=O)O[C@H]9[C@@H]([C@H]([C@@H]([C@@H](O9)CO)O)O)O[C@H]1[C@H]([C@@H]([C@H]([C@@H](O1)C)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)C)C)C)NC(=O)C)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O
InChI InChI=1S/C73H112N2O32/c1-28-45(81)51(87)58(105-63-55(91)47(83)36(79)26-96-63)65(98-28)97-27-38-49(85)50(86)44(75-30(3)77)61(101-38)103-42-18-19-70(8)39(69(42,6)7)17-20-71(9)40(70)16-15-32-33-21-68(4,5)43(102-60(93)31-13-11-12-14-34(31)74)23-73(33,41(80)22-72(32,71)10)67(94)107-66-59(52(88)48(84)37(24-76)100-66)106-64-56(92)53(89)57(29(2)99-64)104-62-54(90)46(82)35(78)25-95-62/h11-15,28-29,33,35-59,61-66,76,78-92H,16-27,74H2,1-10H3,(H,75,77)/t28-,29+,33+,35-,36-,37+,38+,39+,40-,41-,42+,43+,44-,45+,46+,47+,48-,49-,50-,51+,52+,53+,54-,55-,56+,57+,58-,59-,61+,62+,63+,64+,65-,66+,70+,71-,72-,73-/m1/s1
InChI Key ITCLZCQAYVLWPY-WXKLVWSFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C73H112N2O32
Molecular Weight 1529.70 g/mol
Exact Mass 1528.7198194 g/mol
Topological Polar Surface Area (TPSA) 533.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -3.52
H-Bond Acceptor 33
H-Bond Donor 18
Rotatable Bonds 17

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4S,5S,6S)-3-[(2S,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6S)-3-acetamido-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-(2-aminobenzoyl)oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5639 56.39%
Caco-2 - 0.8586 85.86%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6650 66.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7003 70.03%
OATP1B3 inhibitior + 0.8998 89.98%
MATE1 inhibitior - 0.9246 92.46%
OCT2 inhibitior - 0.8276 82.76%
BSEP inhibitior + 0.9787 97.87%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.7615 76.15%
CYP3A4 substrate + 0.7554 75.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8588 85.88%
CYP3A4 inhibition - 0.7675 76.75%
CYP2C9 inhibition - 0.8658 86.58%
CYP2C19 inhibition - 0.8337 83.37%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.8416 84.16%
CYP2C8 inhibition + 0.8360 83.60%
CYP inhibitory promiscuity - 0.8955 89.55%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5620 56.20%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.8960 89.60%
Skin irritation - 0.7491 74.91%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7446 74.46%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8502 85.02%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7600 76.00%
Acute Oral Toxicity (c) III 0.6796 67.96%
Estrogen receptor binding + 0.5438 54.38%
Androgen receptor binding + 0.7614 76.14%
Thyroid receptor binding + 0.7510 75.10%
Glucocorticoid receptor binding + 0.8319 83.19%
Aromatase binding + 0.7448 74.48%
PPAR gamma + 0.8212 82.12%
Honey bee toxicity - 0.6205 62.05%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9679 96.79%

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 99.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.92% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.03% 97.09%
CHEMBL5028 O14672 ADAM10 91.86% 97.50%
CHEMBL2581 P07339 Cathepsin D 91.82% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 90.77% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 90.65% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.07% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 88.48% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.48% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.90% 86.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.93% 95.83%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.31% 94.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.67% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.47% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.35% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.65% 91.65%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.11% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.67% 97.14%

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.
Albizia grandibracteata

Cross-Links

Top
PubChem 162813748
LOTUS LTS0051956
wikiData Q105119955