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3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic 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 f9b4080c-e149-4840-98cb-dab4adb3295a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)C2C1)CO)C(=O)O)C
SMILES (Isomeric) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)C2C1)CO)C(=O)O)C
InChI InChI=1S/C42H66O17/c1-37(2)10-11-41(36(54)55)12-13-42(18-45)19(20(41)14-37)6-7-24-38(3)15-21(46)32(40(5,35(52)53)25(38)8-9-39(24,42)4)59-34-31(29(50)27(48)23(17-44)57-34)58-33-30(51)28(49)26(47)22(16-43)56-33/h6,20-34,43-51H,7-18H2,1-5H3,(H,52,53)(H,54,55)
InChI Key HIHIZXGBLKEXFB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O17
Molecular Weight 843.00 g/mol
Exact Mass 842.43000063 g/mol
Topological Polar Surface Area (TPSA) 294.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.11
H-Bond Acceptor 15
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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Glucotenuifoline
NSC252626
3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid
DTXSID80420005

2D Structure

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2D Structure of 3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic 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 - 0.8867 88.67%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7970 79.70%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior - 0.5077 50.77%
P-glycoprotein inhibitior + 0.7403 74.03%
P-glycoprotein substrate - 0.6974 69.74%
CYP3A4 substrate + 0.6980 69.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
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 + 0.5994 59.94%
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 - 0.9106 91.06%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.9300 93.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3605 36.05%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8426 84.26%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.5562 55.62%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7894 78.94%
Androgen receptor binding + 0.7516 75.16%
Thyroid receptor binding - 0.6180 61.80%
Glucocorticoid receptor binding + 0.6456 64.56%
Aromatase binding + 0.6165 61.65%
PPAR gamma + 0.7410 74.10%
Honey bee toxicity - 0.7454 74.54%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6350 63.50%
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 98.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.49% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.85% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.82% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.94% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.33% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.19% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.93% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.48% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.31% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.10% 95.17%
CHEMBL221 P23219 Cyclooxygenase-1 81.55% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.21% 96.61%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.14% 94.33%
CHEMBL5028 O14672 ADAM10 80.37% 97.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.11% 96.21%

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.
Polygala reinii
Salvia candelabrum

Cross-Links

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PubChem 5458487
LOTUS LTS0262328
wikiData Q104972814