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6-[[(3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-5-[(2R,3S,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-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 d231f3e2-22fd-4057-ad61-3eb9aa1a1d6b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[(3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-5-[(2R,3S,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7(C(C(C(C(O7)CO)O)O)O)O)C)C)C2C1C)C)C(=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](C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)O[C@]7([C@H](C([C@H](C(O7)CO)O)O)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O
InChI InChI=1S/C42H66O15/c1-19-10-15-41(36(51)52)17-16-39(6)21(26(41)20(19)2)8-9-24-38(5)13-12-25(37(3,4)23(38)11-14-40(24,39)7)54-35-32(29(46)28(45)31(55-35)34(49)50)57-42(53)33(48)30(47)27(44)22(18-43)56-42/h8,19-20,22-33,35,43-48,53H,9-18H2,1-7H3,(H,49,50)(H,51,52)/t19-,20+,22?,23+,24-,25+,26+,27+,28?,29?,30?,31?,32?,33+,35?,38+,39-,40-,41+,42-/m1/s1
InChI Key DKHMSXODSSWTQA-QJFRZKMWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O15
Molecular Weight 811.00 g/mol
Exact Mass 810.44017139 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[(3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-5-[(2R,3S,5R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-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 + 0.8489 84.89%
Caco-2 - 0.8875 88.75%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8949 89.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7955 79.55%
OATP1B3 inhibitior - 0.3775 37.75%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5224 52.24%
BSEP inhibitior + 0.5808 58.08%
P-glycoprotein inhibitior + 0.7653 76.53%
P-glycoprotein substrate - 0.6300 63.00%
CYP3A4 substrate + 0.7249 72.49%
CYP2C9 substrate - 0.8127 81.27%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition - 0.7879 78.79%
CYP2C9 inhibition - 0.8175 81.75%
CYP2C19 inhibition - 0.8884 88.84%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.8163 81.63%
CYP2C8 inhibition + 0.7589 75.89%
CYP inhibitory promiscuity - 0.9145 91.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6165 61.65%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.6279 62.79%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.8124 81.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6464 64.64%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6809 68.09%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.9053 90.53%
Acute Oral Toxicity (c) III 0.7340 73.40%
Estrogen receptor binding + 0.7407 74.07%
Androgen receptor binding + 0.7562 75.62%
Thyroid receptor binding - 0.6183 61.83%
Glucocorticoid receptor binding + 0.7077 70.77%
Aromatase binding + 0.6406 64.06%
PPAR gamma + 0.7518 75.18%
Honey bee toxicity - 0.7022 70.22%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.52% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.02% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.69% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.44% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.35% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.04% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.94% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.84% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.37% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 84.97% 90.17%
CHEMBL5028 O14672 ADAM10 83.69% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.60% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.54% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.01% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.44% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.35% 95.93%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162817488
LOTUS LTS0015813
wikiData Q104983285