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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1-methylidene-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 10837921-e701-44c1-a3ac-da3933767192
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1-methylidene-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(O6)CO)O)O)C)C)C2C1=C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@@H]6[C@H]([C@@H]([C@H](O6)CO)O)O)C)C)[C@@H]2C1=C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C41H64O13/c1-20-9-14-41(36(50)54-35-33(49)31(47)29(45)23(17-42)52-35)16-15-39(5)22(28(41)21(20)2)7-8-26-37(3)12-11-27(53-34-32(48)30(46)24(18-43)51-34)38(4,19-44)25(37)10-13-40(26,39)6/h7,20,23-35,42-49H,2,8-19H2,1,3-6H3/t20-,23-,24-,25-,26-,27+,28+,29-,30-,31+,32+,33-,34-,35+,37+,38+,39-,40-,41+/m1/s1
InChI Key OHVANBFBOPBGBM-JOBSMETCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H64O13
Molecular Weight 764.90 g/mol
Exact Mass 764.43469209 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 1.70
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1-methylidene-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7768 77.68%
Caco-2 - 0.8795 87.95%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8131 81.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8397 83.97%
OATP1B3 inhibitior + 0.8122 81.22%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.4811 48.11%
P-glycoprotein inhibitior + 0.7404 74.04%
P-glycoprotein substrate - 0.6897 68.97%
CYP3A4 substrate + 0.7263 72.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9206 92.06%
CYP2C9 inhibition - 0.9024 90.24%
CYP2C19 inhibition - 0.9012 90.12%
CYP2D6 inhibition - 0.9390 93.90%
CYP1A2 inhibition - 0.8791 87.91%
CYP2C8 inhibition + 0.7120 71.20%
CYP inhibitory promiscuity - 0.9076 90.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5676 56.76%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9113 91.13%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7104 71.04%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9127 91.27%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6599 65.99%
Acute Oral Toxicity (c) III 0.5593 55.93%
Estrogen receptor binding + 0.7348 73.48%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding - 0.5614 56.14%
Glucocorticoid receptor binding + 0.6427 64.27%
Aromatase binding + 0.6189 61.89%
PPAR gamma + 0.7121 71.21%
Honey bee toxicity - 0.7320 73.20%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9800 98.00%

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 97.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.22% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.14% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.62% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.93% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.15% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.99% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.13% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.98% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.66% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.45% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.92% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.60% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.30% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.20% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.10% 99.17%

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.
Sanguisorba officinalis

Cross-Links

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PubChem 163020651
LOTUS LTS0219609
wikiData Q105192314