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(3S,5S,6R)-6-[[(3S,6aR,6bS,8aS,12aS,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2R,3S,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-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 9bce4980-6e70-4a0e-a1ca-11a623224bce
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,5S,6R)-6-[[(3S,6aR,6bS,8aS,12aS,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2R,3S,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)OC8(C(C(C(C(O8)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@H](C(O1)O[C@H]2C([C@@H]([C@@H](OC2C(=O)O)O[C@H]3CC[C@]4(C(C3(C)C)CC[C@@]5(C4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)O[C@]8([C@H](C([C@H](C(O8)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C48H76O19/c1-21-28(50)30(52)32(54)39(62-21)64-34-33(55)35(67-48(61)37(56)31(53)29(51)24(20-49)66-48)40(65-36(34)38(57)58)63-27-12-13-44(6)25(43(27,4)5)11-14-46(8)26(44)10-9-22-23-19-42(2,3)15-17-47(23,41(59)60)18-16-45(22,46)7/h9,21,23-37,39-40,49-56,61H,10-20H2,1-8H3,(H,57,58)(H,59,60)/t21-,23+,24?,25?,26?,27+,28-,29+,30+,31?,32+,33?,34+,35+,36?,37+,39?,40-,44+,45-,46-,47+,48-/m1/s1
InChI Key YOVCTHBCLYWOQS-LBCBXZHBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C48H76O19
Molecular Weight 957.10 g/mol
Exact Mass 956.49808019 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.15
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,6R)-6-[[(3S,6aR,6bS,8aS,12aS,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2R,3S,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-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 + 0.8489 84.89%
Caco-2 - 0.8899 88.99%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8949 89.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7280 72.80%
OATP1B3 inhibitior - 0.3775 37.75%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5224 52.24%
BSEP inhibitior + 0.7720 77.20%
P-glycoprotein inhibitior + 0.7546 75.46%
P-glycoprotein substrate - 0.6374 63.74%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 0.8127 81.27%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition - 0.7879 78.79%
CYP2C9 inhibition - 0.8175 81.75%
CYP2C19 inhibition - 0.8884 88.84%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.8163 81.63%
CYP2C8 inhibition + 0.7397 73.97%
CYP inhibitory promiscuity - 0.9145 91.45%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6165 61.65%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.6279 62.79%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.8570 85.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6539 65.39%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8822 88.22%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8222 82.22%
Acute Oral Toxicity (c) III 0.7340 73.40%
Estrogen receptor binding + 0.7820 78.20%
Androgen receptor binding + 0.7491 74.91%
Thyroid receptor binding - 0.5657 56.57%
Glucocorticoid receptor binding + 0.7370 73.70%
Aromatase binding + 0.6307 63.07%
PPAR gamma + 0.7841 78.41%
Honey bee toxicity - 0.6886 68.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9830 98.30%

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 95.46% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.03% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.89% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.27% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.12% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.68% 97.36%
CHEMBL2581 P07339 Cathepsin D 88.07% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.55% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.57% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.52% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.31% 95.89%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.69% 95.17%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.99% 97.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.42% 100.00%
CHEMBL5028 O14672 ADAM10 81.85% 97.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.48% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.44% 95.50%

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.
Heptapleurum arboricola

Cross-Links

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PubChem 162918367
LOTUS LTS0136950
wikiData Q105351546