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(1S,2R,6aR,6bR,12aR)-4a-[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-10-hydroxy-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-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 c489a8eb-422d-4be1-a9d5-ba5bd2400e76
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,2R,6aR,6bR,12aR)-4a-[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-10-hydroxy-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O15/c1-19-9-14-41(37(53)57-35-33(31(49)29(47)23(18-44)55-35)56-34-32(50)30(48)28(46)22(17-43)54-34)15-16-42(36(51)52)21(27(41)20(19)2)7-8-25-39(5)12-11-26(45)38(3,4)24(39)10-13-40(25,42)6/h7,19-20,22-35,43-50H,8-18H2,1-6H3,(H,51,52)/t19-,20+,22-,23-,24?,25?,26?,27?,28-,29-,30+,31+,32-,33-,34?,35?,39+,40-,41?,42-/m1/s1
InChI Key SAWLKQVRJUTCQT-TWSQEFOFSA-N
Popularity 2 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 2.50
Atomic LogP (AlogP) 1.24
H-Bond Acceptor 14
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 (1S,2R,6aR,6bR,12aR)-4a-[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-10-hydroxy-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-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 + 0.7601 76.01%
Caco-2 - 0.8832 88.32%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8259 82.59%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.6576 65.76%
P-glycoprotein inhibitior + 0.7405 74.05%
P-glycoprotein substrate - 0.7085 70.85%
CYP3A4 substrate + 0.7136 71.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.6536 65.36%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9116 91.16%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.8470 84.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6674 66.74%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8821 88.21%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7792 77.92%
Androgen receptor binding + 0.7381 73.81%
Thyroid receptor binding - 0.6302 63.02%
Glucocorticoid receptor binding + 0.6410 64.10%
Aromatase binding + 0.6379 63.79%
PPAR gamma + 0.7247 72.47%
Honey bee toxicity - 0.7126 71.26%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9585 95.85%

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 97.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.19% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.48% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.41% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.19% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.84% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.65% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.19% 94.45%
CHEMBL5028 O14672 ADAM10 85.56% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.76% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.52% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.25% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.25% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.89% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.52% 100.00%

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 162920312
LOTUS LTS0192795
wikiData Q105249177