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(3S,5S,6R)-6-[[(3S,6aR,6bS,8R,8aR,12aS,14bR)-8a-carboxy-8-hydroxy-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]-4,5-dihydroxy-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 ced42508-6995-4ebc-9313-c981a08fb38f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,5S,6R)-6-[[(3S,6aR,6bS,8R,8aR,12aS,14bR)-8a-carboxy-8-hydroxy-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]-4,5-dihydroxy-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(CC(C7(C6CC(CC7)(C)C)C(=O)O)O)C)C)C)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(C[C@H]([C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)O)C)C)C)O)O)O)O)O
InChI InChI=1S/C42H66O14/c1-19-26(44)27(45)29(47)34(53-19)55-31-28(46)30(48)35(56-32(31)33(49)50)54-25-12-13-39(6)22(38(25,4)5)11-14-40(7)23(39)10-9-20-21-17-37(2,3)15-16-42(21,36(51)52)24(43)18-41(20,40)8/h9,19,21-32,34-35,43-48H,10-18H2,1-8H3,(H,49,50)(H,51,52)/t19-,21+,22?,23?,24-,25+,26-,27+,28?,29+,30+,31+,32?,34?,35-,39+,40-,41-,42-/m1/s1
InChI Key RLADGUJQCAQKPZ-JDGKCYJPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O14
Molecular Weight 795.00 g/mol
Exact Mass 794.44525677 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 2.97
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 6

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,8R,8aR,12aS,14bR)-8a-carboxy-8-hydroxy-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]-4,5-dihydroxy-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 + 0.8930 89.30%
Caco-2 - 0.8896 88.96%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8083 80.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7741 77.41%
OATP1B3 inhibitior - 0.2824 28.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5179 51.79%
BSEP inhibitior + 0.6349 63.49%
P-glycoprotein inhibitior + 0.7587 75.87%
P-glycoprotein substrate - 0.6945 69.45%
CYP3A4 substrate + 0.7094 70.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7383 73.83%
CYP2C9 inhibition - 0.8875 88.75%
CYP2C19 inhibition - 0.9224 92.24%
CYP2D6 inhibition - 0.9442 94.42%
CYP1A2 inhibition - 0.9036 90.36%
CYP2C8 inhibition + 0.6528 65.28%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5990 59.90%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9107 91.07%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9225 92.25%
Ames mutagenesis - 0.8354 83.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6775 67.75%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.8194 81.94%
skin sensitisation - 0.8190 81.90%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8544 85.44%
Acute Oral Toxicity (c) IV 0.4944 49.44%
Estrogen receptor binding + 0.7500 75.00%
Androgen receptor binding + 0.7187 71.87%
Thyroid receptor binding - 0.6155 61.55%
Glucocorticoid receptor binding + 0.7164 71.64%
Aromatase binding + 0.6848 68.48%
PPAR gamma + 0.7711 77.11%
Honey bee toxicity - 0.7249 72.49%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5255 52.55%
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 95.29% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.50% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.72% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.46% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.63% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.71% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 88.48% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.97% 100.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.79% 89.44%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.17% 95.89%
CHEMBL5028 O14672 ADAM10 83.16% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.58% 97.09%

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 162857356
LOTUS LTS0052199
wikiData Q105239692