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(2R,3R,4S,5S,6R)-2-[[(1R,2S,4aR,4bR,6aS,7R,8S,10aR,10bR,12aR)-7-hydroxy-8-(hydroxymethyl)-8-[(E)-5-hydroxy-4-methylpent-3-enyl]-1,4a,10a,10b-tetramethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4b,5,6,6a,7,9,10,11,12,12a-dodecahydro-2H-chrysen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 562b08c0-c6af-4060-99a4-312a0fb59d58
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1R,2S,4aR,4bR,6aS,7R,8S,10aR,10bR,12aR)-7-hydroxy-8-(hydroxymethyl)-8-[(E)-5-hydroxy-4-methylpent-3-enyl]-1,4a,10a,10b-tetramethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4b,5,6,6a,7,9,10,11,12,12a-dodecahydro-2H-chrysen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H72O15/c1-22(17-43)7-6-12-42(20-46)16-15-40(4)23(35(42)53)8-9-27-38(2)13-11-28(57-37-34(52)32(50)30(48)25(19-45)56-37)39(3,26(38)10-14-41(27,40)5)21-54-36-33(51)31(49)29(47)24(18-44)55-36/h7,23-37,43-53H,6,8-21H2,1-5H3/b22-7+/t23-,24-,25-,26-,27-,28+,29-,30-,31+,32+,33-,34-,35-,36-,37+,38+,39+,40-,41-,42+/m1/s1
InChI Key BHXUCTIENIBOPM-YLJKWZGNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O15
Molecular Weight 817.00 g/mol
Exact Mass 816.48712159 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 0.10
H-Bond Acceptor 15
H-Bond Donor 11
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(1R,2S,4aR,4bR,6aS,7R,8S,10aR,10bR,12aR)-7-hydroxy-8-(hydroxymethyl)-8-[(E)-5-hydroxy-4-methylpent-3-enyl]-1,4a,10a,10b-tetramethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4b,5,6,6a,7,9,10,11,12,12a-dodecahydro-2H-chrysen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8780 87.80%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7446 74.46%
OATP2B1 inhibitior - 0.8641 86.41%
OATP1B1 inhibitior + 0.8522 85.22%
OATP1B3 inhibitior - 0.2364 23.64%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.4689 46.89%
P-glycoprotein inhibitior + 0.7667 76.67%
P-glycoprotein substrate - 0.6343 63.43%
CYP3A4 substrate + 0.7369 73.69%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9621 96.21%
CYP2C9 inhibition - 0.9167 91.67%
CYP2C19 inhibition - 0.8896 88.96%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.8671 86.71%
CYP2C8 inhibition + 0.6773 67.73%
CYP inhibitory promiscuity - 0.9308 93.08%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6680 66.80%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9564 95.64%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6901 69.01%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7736 77.36%
skin sensitisation - 0.9176 91.76%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.6360 63.60%
Acute Oral Toxicity (c) III 0.5149 51.49%
Estrogen receptor binding + 0.7113 71.13%
Androgen receptor binding + 0.7436 74.36%
Thyroid receptor binding - 0.5776 57.76%
Glucocorticoid receptor binding + 0.5803 58.03%
Aromatase binding + 0.6460 64.60%
PPAR gamma + 0.6968 69.68%
Honey bee toxicity - 0.6559 65.59%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9152 91.52%

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 96.25% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.48% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.43% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.41% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.95% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.01% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.94% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.56% 86.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.14% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.00% 95.89%
CHEMBL3589 P55263 Adenosine kinase 84.71% 98.05%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.18% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.73% 99.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.31% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.40% 95.56%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 81.26% 96.67%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.17% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.65% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.62% 92.94%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 80.10% 97.88%

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.
Impatiens balsamina

Cross-Links

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PubChem 101677506
LOTUS LTS0252547
wikiData Q104936308