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(3S,4aR,6S,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-11-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,10-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 8c2044cc-973f-481c-b158-7b6f63fc8d2f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,4aR,6S,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-11-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,10-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1(CC2C3=CCC4C(C3(C(CC2(CC1OC5C(C(C(C(O5)CO)O)O)O)C(=O)O)O)C)(CCC6C4(CC(C(C6(C)C)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(O8)CO)O)O)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2([C@H](C[C@@]5([C@H]4CC([C@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C)C(=O)O)O)C)(C[C@@H]([C@@H](C3(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](O8)CO)O)O)C
InChI InChI=1S/C47H76O20/c1-42(2)12-20-19-8-9-26-44(5)13-21(62-38-34(57)31(54)24(18-50)63-38)37(67-40-36(59)33(56)30(53)23(17-49)65-40)43(3,4)25(44)10-11-45(26,6)46(19,7)27(51)14-47(20,41(60)61)15-28(42)66-39-35(58)32(55)29(52)22(16-48)64-39/h8,20-40,48-59H,9-18H2,1-7H3,(H,60,61)/t20-,21-,22+,23+,24-,25-,26+,27-,28-,29+,30+,31-,32-,33-,34+,35+,36+,37-,38+,39-,40-,44-,45+,46-,47+/m0/s1
InChI Key MMKWKRKTCMIBRT-AWHHEHIISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O20
Molecular Weight 961.10 g/mol
Exact Mass 960.49299481 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -1.74
H-Bond Acceptor 19
H-Bond Donor 13
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4aR,6S,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-11-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,10-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 + 0.8593 85.93%
Caco-2 - 0.8870 88.70%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7910 79.10%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7189 71.89%
P-glycoprotein inhibitior + 0.7462 74.62%
P-glycoprotein substrate - 0.6645 66.45%
CYP3A4 substrate + 0.7114 71.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.6594 65.94%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9042 90.42%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.7640 76.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6811 68.11%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7143 71.43%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5436 54.36%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7693 76.93%
Androgen receptor binding + 0.7480 74.80%
Thyroid receptor binding - 0.5342 53.42%
Glucocorticoid receptor binding + 0.6756 67.56%
Aromatase binding + 0.6192 61.92%
PPAR gamma + 0.7824 78.24%
Honey bee toxicity - 0.7660 76.60%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6005 60.05%
Fish aquatic toxicity + 0.9565 95.65%

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 96.71% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.47% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.84% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.25% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.84% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.58% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.17% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.20% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.77% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.90% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.29% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.05% 86.33%
CHEMBL5028 O14672 ADAM10 81.55% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.23% 97.25%

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.
Phlomidoschema parviflorum

Cross-Links

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PubChem 163030406
LOTUS LTS0041625
wikiData Q105167856