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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]-4,5-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 333762ce-8b58-4a81-91c0-b6e81c41d6fe
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]-4,5-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(CCC7(C6CC(CC7)(C)C)C(=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(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O)O
InChI InChI=1S/C42H66O13/c1-20-26(43)27(44)29(46)34(52-20)54-31-28(45)30(47)35(55-32(31)33(48)49)53-25-12-13-39(6)23(38(25,4)5)11-14-41(8)24(39)10-9-21-22-19-37(2,3)15-17-42(22,36(50)51)18-16-40(21,41)7/h9,20,22-32,34-35,43-47H,10-19H2,1-8H3,(H,48,49)(H,50,51)/t20-,22+,23?,24?,25+,26-,27+,28?,29+,30+,31+,32?,34?,35-,39+,40-,41-,42+/m1/s1
InChI Key XBVOZSJFNAJUFL-QFHAMKMBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O13
Molecular Weight 779.00 g/mol
Exact Mass 778.45034216 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.00
H-Bond Acceptor 11
H-Bond Donor 7
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,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]-4,5-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 + 0.8728 87.28%
Caco-2 - 0.8861 88.61%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8383 83.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6871 68.71%
OATP1B3 inhibitior - 0.3963 39.63%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6929 69.29%
BSEP inhibitior + 0.6295 62.95%
P-glycoprotein inhibitior + 0.7596 75.96%
P-glycoprotein substrate - 0.7757 77.57%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8692 86.92%
CYP2C19 inhibition - 0.9112 91.12%
CYP2D6 inhibition - 0.9423 94.23%
CYP1A2 inhibition - 0.8358 83.58%
CYP2C8 inhibition + 0.6748 67.48%
CYP inhibitory promiscuity - 0.9568 95.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6106 61.06%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.5295 52.95%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6656 66.56%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.8947 89.47%
skin sensitisation - 0.8115 81.15%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8190 81.90%
Acute Oral Toxicity (c) IV 0.6130 61.30%
Estrogen receptor binding + 0.7534 75.34%
Androgen receptor binding + 0.7170 71.70%
Thyroid receptor binding - 0.6415 64.15%
Glucocorticoid receptor binding + 0.7122 71.22%
Aromatase binding + 0.6929 69.29%
PPAR gamma + 0.7579 75.79%
Honey bee toxicity - 0.7261 72.61%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9886 98.86%

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 96.11% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.41% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.40% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.77% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.36% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.27% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.41% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.22% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.98% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.06% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.71% 97.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.17% 99.17%
CHEMBL2581 P07339 Cathepsin D 80.73% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.61% 100.00%

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 162901286
LOTUS LTS0003980
wikiData Q105324742