PlantaeDB Logo
Login Sign-up

(3S,5S,6R)-6-[[(1R,2R,4S,5R,10S,13R,17S,21R,22R,23S)-2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-22-(3-phenylpropanoyloxy)-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2S,3S,5R)-3-[(4S,6S)-4,5-dihydroxy-6-methyl-3-[(3S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

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 3bf946f2-246e-4f7a-bc8d-7fb14eed0798
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,5S,6R)-6-[[(1R,2R,4S,5R,10S,13R,17S,21R,22R,23S)-2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-22-(3-phenylpropanoyloxy)-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2S,3S,5R)-3-[(4S,6S)-4,5-dihydroxy-6-methyl-3-[(3S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C23C(CC1(C)C)C4(CCC5C6(CCC(C(C6CCC5(C4(CC2O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)OC1C(C(C(C(O1)C)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)OC3O)OC(=O)CCC1=CC=CC=C1
SMILES (Isomeric) CC=C(C)C(=O)O[C@H]1[C@@H]([C@]23[C@@H](C[C@]4([C@@]5(CCC6[C@@](C5CC[C@@]4(C2CC1(C)C)O[C@@H]3O)(CC[C@@H](C6(C)C)O[C@H]7[C@H](C([C@@H](C(O7)C(=O)O)O)O[C@H]8[C@H](C([C@H](C(O8)CO)O)O)OC9C([C@H](C([C@@H](O9)C)O)O)OC1[C@H](C([C@H]([C@@H](O1)C)O)O)O)O[C@H]1[C@H](C([C@@H](C(O1)CO)O)O)O)C)C)C)O)OC(=O)CCC1=CC=CC=C1
InChI InChI=1S/C74H112O32/c1-12-30(2)61(92)105-58-59(99-41(78)19-18-33-16-14-13-15-17-33)74-38(26-68(58,5)6)73(106-67(74)93)25-21-37-70(9)23-22-40(69(7,8)36(70)20-24-71(37,10)72(73,11)27-39(74)77)98-66-57(104-63-51(88)47(84)44(81)34(28-75)96-63)53(52(89)54(101-66)60(90)91)100-65-56(49(86)45(82)35(29-76)97-65)103-64-55(48(85)43(80)32(4)95-64)102-62-50(87)46(83)42(79)31(3)94-62/h12-17,31-32,34-40,42-59,62-67,75-77,79-89,93H,18-29H2,1-11H3,(H,90,91)/t31-,32-,34?,35?,36?,37?,38?,39+,40-,42-,43?,44+,45-,46?,47?,48-,49?,50-,51-,52-,53?,54?,55?,56-,57-,58-,59-,62?,63-,64?,65-,66+,67-,70-,71+,72-,73-,74+/m0/s1
InChI Key UVBKUBPAZHEKRA-MRUVEZMASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C74H112O32
Molecular Weight 1513.70 g/mol
Exact Mass 1512.7136714 g/mol
Topological Polar Surface Area (TPSA) 495.00 Ų
XlogP 1.60
Atomic LogP (AlogP) -1.42
H-Bond Acceptor 31
H-Bond Donor 16
Rotatable Bonds 19

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,5S,6R)-6-[[(1R,2R,4S,5R,10S,13R,17S,21R,22R,23S)-2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-22-(3-phenylpropanoyloxy)-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2S,3S,5R)-3-[(4S,6S)-4,5-dihydroxy-6-methyl-3-[(3S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8300 83.00%
Caco-2 - 0.8588 85.88%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7881 78.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7813 78.13%
OATP1B3 inhibitior + 0.8898 88.98%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9770 97.70%
P-glycoprotein inhibitior + 0.7427 74.27%
P-glycoprotein substrate + 0.7018 70.18%
CYP3A4 substrate + 0.7520 75.20%
CYP2C9 substrate - 0.8026 80.26%
CYP2D6 substrate - 0.8806 88.06%
CYP3A4 inhibition - 0.6669 66.69%
CYP2C9 inhibition - 0.7275 72.75%
CYP2C19 inhibition - 0.8432 84.32%
CYP2D6 inhibition - 0.9256 92.56%
CYP1A2 inhibition - 0.8468 84.68%
CYP2C8 inhibition + 0.8316 83.16%
CYP inhibitory promiscuity - 0.9242 92.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5746 57.46%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8961 89.61%
Skin irritation - 0.6000 60.00%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6378 63.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7623 76.23%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.8249 82.49%
skin sensitisation - 0.8925 89.25%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9084 90.84%
Acute Oral Toxicity (c) I 0.4990 49.90%
Estrogen receptor binding + 0.5986 59.86%
Androgen receptor binding + 0.7622 76.22%
Thyroid receptor binding + 0.7372 73.72%
Glucocorticoid receptor binding + 0.8228 82.28%
Aromatase binding + 0.7478 74.78%
PPAR gamma + 0.8060 80.60%
Honey bee toxicity - 0.5835 58.35%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9869 98.69%

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 98.64% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.63% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 98.25% 90.17%
CHEMBL2581 P07339 Cathepsin D 96.95% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.58% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.50% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.84% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.01% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.97% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.62% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.09% 89.00%
CHEMBL4302 P08183 P-glycoprotein 1 85.86% 92.98%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.84% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.60% 97.09%
CHEMBL5805 Q9NR97 Toll-like receptor 8 83.23% 96.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.83% 100.00%
CHEMBL5028 O14672 ADAM10 82.78% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.93% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 80.98% 94.73%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.57% 92.67%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.19% 94.08%

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.
Maesa balansae

Cross-Links

Top
PubChem 162818842
LOTUS LTS0175706
wikiData Q105279725