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(1S,2R,6aR,6bR,12aR)-10-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a,6a-dicarboxylic 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 1251a23e-7858-46be-a373-81d31a67c424
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,2R,6aR,6bR,12aR)-10-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a,6a-dicarboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O14/c1-19-10-15-41(36(49)50)16-17-42(37(51)52)22(27(41)20(19)2)8-9-25-39(6)13-12-26(38(4,5)24(39)11-14-40(25,42)7)55-35-33(31(47)28(44)21(3)53-35)56-34-32(48)30(46)29(45)23(18-43)54-34/h8,19-21,23-35,43-48H,9-18H2,1-7H3,(H,49,50)(H,51,52)/t19-,20+,21+,23-,24?,25?,26?,27?,28+,29-,30+,31-,32-,33-,34?,35+,39+,40-,41?,42-/m1/s1
InChI Key GMMUPHWUGJVKQM-LZTCGYOLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O14
Molecular Weight 795.00 g/mol
Exact Mass 794.44525677 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.83
H-Bond Acceptor 12
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 (1S,2R,6aR,6bR,12aR)-10-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a,6a-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7941 79.41%
Caco-2 - 0.8786 87.86%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8948 89.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7622 76.22%
OATP1B3 inhibitior - 0.5056 50.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6474 64.74%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7548 75.48%
P-glycoprotein substrate - 0.7157 71.57%
CYP3A4 substrate + 0.7198 71.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8459 84.59%
CYP2C9 inhibition - 0.8380 83.80%
CYP2C19 inhibition - 0.9220 92.20%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition - 0.8499 84.99%
CYP2C8 inhibition + 0.6797 67.97%
CYP inhibitory promiscuity - 0.9381 93.81%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6298 62.98%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9127 91.27%
Skin irritation - 0.5723 57.23%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.8324 83.24%
Human Ether-a-go-go-Related Gene inhibition - 0.3886 38.86%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8334 83.34%
skin sensitisation - 0.9064 90.64%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8503 85.03%
Acute Oral Toxicity (c) III 0.7628 76.28%
Estrogen receptor binding + 0.7630 76.30%
Androgen receptor binding + 0.7351 73.51%
Thyroid receptor binding - 0.6029 60.29%
Glucocorticoid receptor binding + 0.6659 66.59%
Aromatase binding + 0.6298 62.98%
PPAR gamma + 0.7487 74.87%
Honey bee toxicity - 0.6915 69.15%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5905 59.05%
Fish aquatic toxicity + 0.9778 97.78%

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 97.54% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.28% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.41% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.24% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.15% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.36% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.99% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 84.62% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.67% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.40% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.85% 99.17%
CHEMBL5028 O14672 ADAM10 81.57% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.20% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.05% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.64% 95.89%

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.
There are no matching plants.

Cross-Links

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PubChem 162969657
LOTUS LTS0103939
wikiData Q105012027