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11-(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 aefd20ac-b72a-4bf1-b618-72abd80bcb89
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 11-(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)CO
SMILES (Isomeric) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C2C1)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)CO
InChI InChI=1S/C42H66O16/c1-37(19-45)12-14-42(36(54)58-34-32(51)30(49)28(47)23(18-44)56-34)15-13-39(3)20(21(42)16-37)6-7-24-38(2)10-9-26(41(5,35(52)53)25(38)8-11-40(24,39)4)57-33-31(50)29(48)27(46)22(17-43)55-33/h6,21-34,43-51H,7-19H2,1-5H3,(H,52,53)/t21?,22-,23-,24?,25?,26?,27-,28-,29+,30+,31-,32-,33+,34+,37?,38?,39?,40?,41?,42?/m1/s1
InChI Key FDFRNDTWXKVHOD-ILGIHLBOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O16
Molecular Weight 827.00 g/mol
Exact Mass 826.43508601 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.35
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 11-(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 + 0.6512 65.12%
Caco-2 - 0.8823 88.23%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8681 86.81%
OATP2B1 inhibitior - 0.8709 87.09%
OATP1B1 inhibitior + 0.8068 80.68%
OATP1B3 inhibitior - 0.3733 37.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5452 54.52%
BSEP inhibitior + 0.6742 67.42%
P-glycoprotein inhibitior + 0.7437 74.37%
P-glycoprotein substrate - 0.7983 79.83%
CYP3A4 substrate + 0.7080 70.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.9116 91.16%
CYP2C9 inhibition - 0.9240 92.40%
CYP2C19 inhibition - 0.9287 92.87%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.8761 87.61%
CYP2C8 inhibition + 0.6787 67.87%
CYP inhibitory promiscuity - 0.9598 95.98%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6152 61.52%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.5790 57.90%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.8470 84.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6700 67.00%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9261 92.61%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6199 61.99%
Acute Oral Toxicity (c) III 0.6932 69.32%
Estrogen receptor binding + 0.7763 77.63%
Androgen receptor binding + 0.7329 73.29%
Thyroid receptor binding - 0.5875 58.75%
Glucocorticoid receptor binding + 0.6458 64.58%
Aromatase binding + 0.6126 61.26%
PPAR gamma + 0.7316 73.16%
Honey bee toxicity - 0.7333 73.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6350 63.50%
Fish aquatic toxicity + 0.9625 96.25%

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 97.48% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.28% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.83% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.47% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.52% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 86.30% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.05% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.42% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.38% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.14% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.65% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.61% 96.21%
CHEMBL5028 O14672 ADAM10 81.37% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.29% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.15% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.07% 93.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.00% 95.50%

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.
Dianthus superbus

Cross-Links

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PubChem 11968415
NPASS NPC228791
LOTUS LTS0173775
wikiData Q105104930