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4-[3,5-Dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-6-[[8,9,10-trihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-(2-methylbut-2-enoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[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

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Internal ID 97103641-9cbd-4455-8a2c-bab8ff523503
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 4-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-6-[[8,9,10-trihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-(2-methylbut-2-enoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OCC12C(CC(C(C1O)O)(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C
SMILES (Isomeric) CC=C(C)C(=O)OCC12C(CC(C(C1O)O)(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C
InChI InChI=1S/C59H94O26/c1-11-23(2)49(76)77-22-59-26(18-54(4,5)46(72)47(59)73)25-12-13-30-56(8)16-15-32(55(6,7)29(56)14-17-57(30,9)58(25,10)19-31(59)62)81-53-45(85-51-39(69)37(67)34(64)27(20-60)79-51)43(40(70)44(84-53)48(74)75)83-52-41(71)42(35(65)28(21-61)80-52)82-50-38(68)36(66)33(63)24(3)78-50/h11-12,24,26-47,50-53,60-73H,13-22H2,1-10H3,(H,74,75)
InChI Key GFXVRHSJEROLQU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H94O26
Molecular Weight 1219.40 g/mol
Exact Mass 1218.60333310 g/mol
Topological Polar Surface Area (TPSA) 421.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -2.01
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[3,5-Dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-6-[[8,9,10-trihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-(2-methylbut-2-enoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8712 87.12%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7564 75.64%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9558 95.58%
P-glycoprotein inhibitior + 0.7451 74.51%
P-glycoprotein substrate + 0.5374 53.74%
CYP3A4 substrate + 0.7412 74.12%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7881 78.81%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8985 89.85%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7367 73.67%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8992 89.92%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7677 76.77%
Androgen receptor binding + 0.7530 75.30%
Thyroid receptor binding + 0.6230 62.30%
Glucocorticoid receptor binding + 0.8073 80.73%
Aromatase binding + 0.6398 63.98%
PPAR gamma + 0.8404 84.04%
Honey bee toxicity - 0.6359 63.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9585 95.85%

Targets

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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 97.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.26% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.17% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 93.17% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 91.17% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.62% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.18% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.63% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.94% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.70% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.61% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.97% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.22% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.78% 100.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.51% 97.53%
CHEMBL5028 O14672 ADAM10 81.10% 97.50%
CHEMBL2581 P07339 Cathepsin D 80.90% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 80.15% 92.50%

Plants that contains it

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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.
Berneuxia thibetica

Cross-Links

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PubChem 78384578
LOTUS LTS0011914
wikiData Q105007879