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(1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-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 6aa760bc-9774-4894-9580-f7b84a3f71ea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H68O13/c1-20-10-15-42(37(50)51)17-16-40(6)22(28(42)21(20)2)8-9-26-39(5)13-12-27(38(3,4)25(39)11-14-41(26,40)7)54-36-34(32(48)30(46)24(19-44)53-36)55-35-33(49)31(47)29(45)23(18-43)52-35/h8,20-21,23-36,43-49H,9-19H2,1-7H3,(H,50,51)/t20-,21+,23-,24-,25+,26-,27+,28+,29+,30+,31+,32+,33-,34-,35+,36+,39+,40-,41-,42+/m1/s1
InChI Key IZTIUOHOAINXGH-UWOHMQIPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O13
Molecular Weight 781.00 g/mol
Exact Mass 780.46599222 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 2.74
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,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-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 + 0.7499 74.99%
Caco-2 - 0.8833 88.33%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8758 87.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7728 77.28%
OATP1B3 inhibitior - 0.5977 59.77%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior - 0.6612 66.12%
P-glycoprotein inhibitior + 0.7582 75.82%
P-glycoprotein substrate - 0.8182 81.82%
CYP3A4 substrate + 0.7155 71.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9589 95.89%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.9003 90.03%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8671 86.71%
CYP2C8 inhibition + 0.6682 66.82%
CYP inhibitory promiscuity - 0.9423 94.23%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6313 63.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9138 91.38%
Skin irritation - 0.6520 65.20%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.9124 91.24%
Human Ether-a-go-go-Related Gene inhibition - 0.3667 36.67%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8184 81.84%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8447 84.47%
Acute Oral Toxicity (c) III 0.7822 78.22%
Estrogen receptor binding + 0.7367 73.67%
Androgen receptor binding + 0.7429 74.29%
Thyroid receptor binding - 0.6238 62.38%
Glucocorticoid receptor binding + 0.6333 63.33%
Aromatase binding + 0.6388 63.88%
PPAR gamma + 0.7307 73.07%
Honey bee toxicity - 0.7062 70.62%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6105 61.05%
Fish aquatic toxicity + 0.9603 96.03%

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 96.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.10% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.97% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.34% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.22% 97.36%
CHEMBL2581 P07339 Cathepsin D 87.92% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.94% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.61% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.12% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.32% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.52% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.45% 100.00%
CHEMBL5028 O14672 ADAM10 81.07% 97.50%

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 162943082
LOTUS LTS0163834
wikiData Q105123467