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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-3-[(4R)-3,4,5-trihydroxy-3-(hydroxymethyl)oxolan-2-yl]oxy-5-[(3S,4R,5R)-3,4,5-trihydroxyoxan-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 ff49a45b-fe3d-48b7-8cbc-c1c5776e0a59
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-3-[(4R)-3,4,5-trihydroxy-3-(hydroxymethyl)oxolan-2-yl]oxy-5-[(3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(O7)O)O)(CO)O)O)OC8C(C(C(CO8)O)O)O)C)C)C2C1)C)C(=O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C(C1CC[C@@]3(C2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O[C@H]6[C@H](C([C@@H](C(O6)C(=O)O)OC7C([C@H](C(O7)O)O)(CO)O)O)OC8[C@H]([C@@H]([C@@H](CO8)O)O)O
InChI InChI=1S/C46H72O18/c1-40(2)14-16-45(38(56)57)17-15-43(6)21(22(45)18-40)8-9-25-42(5)12-11-26(41(3,4)24(42)10-13-44(25,43)7)60-37-31(61-36-28(50)27(49)23(48)19-59-36)29(51)30(32(62-37)34(53)54)63-39-46(58,20-47)33(52)35(55)64-39/h8,22-33,35-37,39,47-52,55,58H,9-20H2,1-7H3,(H,53,54)(H,56,57)/t22-,23+,24?,25?,26-,27+,28-,29?,30-,31-,32?,33-,35?,36?,37+,39?,42-,43+,44+,45-,46?/m0/s1
InChI Key JQWLVEBTFUQMEN-RGLYMZRRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H72O18
Molecular Weight 913.10 g/mol
Exact Mass 912.47186544 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 16
H-Bond Donor 10
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-3-[(4R)-3,4,5-trihydroxy-3-(hydroxymethyl)oxolan-2-yl]oxy-5-[(3S,4R,5R)-3,4,5-trihydroxyoxan-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 + 0.8427 84.27%
Caco-2 - 0.8862 88.62%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7281 72.81%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.7674 76.74%
P-glycoprotein inhibitior + 0.7582 75.82%
P-glycoprotein substrate - 0.5525 55.25%
CYP3A4 substrate + 0.7370 73.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8797 87.97%
CYP3A4 inhibition - 0.8187 81.87%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.9259 92.59%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.7529 75.29%
CYP inhibitory promiscuity - 0.9476 94.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4689 46.89%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9055 90.55%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6560 65.60%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8279 82.79%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.7781 77.81%
Androgen receptor binding + 0.7427 74.27%
Thyroid receptor binding - 0.6025 60.25%
Glucocorticoid receptor binding + 0.6996 69.96%
Aromatase binding + 0.6106 61.06%
PPAR gamma + 0.7703 77.03%
Honey bee toxicity - 0.6907 69.07%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9692 96.92%

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 97.41% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.15% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.29% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.91% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.13% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.78% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.30% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.23% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.37% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.96% 97.36%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.93% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.30% 86.33%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.87% 89.44%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.21% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.14% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.36% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.14% 99.17%
CHEMBL5028 O14672 ADAM10 81.78% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.38% 93.00%

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 162975211
LOTUS LTS0113151
wikiData Q105133725