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[(3R,3aR,5aS,5bR,7aR,9R,10R,11aS,11bS)-11a-(hydroxymethyl)-3a,5a,5b,8,8-pentamethyl-1-oxo-3-propan-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,7,7a,9,10,11,11b,12,13-dodecahydro-2H-cyclopenta[a]chrysen-10-yl] acetate

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 141c117d-4ce4-4a31-82e4-f7913928bc5b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(3R,3aR,5aS,5bR,7aR,9R,10R,11aS,11bS)-11a-(hydroxymethyl)-3a,5a,5b,8,8-pentamethyl-1-oxo-3-propan-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,7,7a,9,10,11,11b,12,13-dodecahydro-2H-cyclopenta[a]chrysen-10-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H60O10/c1-19(2)22-15-23(42)28-21-9-10-27-37(8,36(21,7)14-13-35(22,28)6)12-11-26-34(4,5)32(24(46-20(3)41)16-38(26,27)18-40)48-33-31(45)30(44)29(43)25(17-39)47-33/h19,22,24-27,29-33,39-40,43-45H,9-18H2,1-8H3/t22-,24-,25-,26+,27+,29-,30+,31-,32+,33+,35-,36-,37-,38-/m1/s1
InChI Key CXHPXRHMWVTPLG-DPJBQZJGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O10
Molecular Weight 676.90 g/mol
Exact Mass 676.41864811 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.69
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,3aR,5aS,5bR,7aR,9R,10R,11aS,11bS)-11a-(hydroxymethyl)-3a,5a,5b,8,8-pentamethyl-1-oxo-3-propan-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,7,7a,9,10,11,11b,12,13-dodecahydro-2H-cyclopenta[a]chrysen-10-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8036 80.36%
Caco-2 - 0.8563 85.63%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8823 88.23%
OATP2B1 inhibitior - 0.8642 86.42%
OATP1B1 inhibitior + 0.8100 81.00%
OATP1B3 inhibitior - 0.2857 28.57%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior - 0.5676 56.76%
P-glycoprotein inhibitior + 0.7596 75.96%
P-glycoprotein substrate - 0.5060 50.60%
CYP3A4 substrate + 0.7183 71.83%
CYP2C9 substrate - 0.7960 79.60%
CYP2D6 substrate - 0.8978 89.78%
CYP3A4 inhibition - 0.9090 90.90%
CYP2C9 inhibition - 0.8217 82.17%
CYP2C19 inhibition - 0.8956 89.56%
CYP2D6 inhibition - 0.9437 94.37%
CYP1A2 inhibition - 0.8295 82.95%
CYP2C8 inhibition + 0.5874 58.74%
CYP inhibitory promiscuity - 0.9153 91.53%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6745 67.45%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9236 92.36%
Skin irritation - 0.5764 57.64%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6524 65.24%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9136 91.36%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.5109 51.09%
Acute Oral Toxicity (c) III 0.7219 72.19%
Estrogen receptor binding + 0.6940 69.40%
Androgen receptor binding + 0.7214 72.14%
Thyroid receptor binding - 0.5845 58.45%
Glucocorticoid receptor binding + 0.6164 61.64%
Aromatase binding + 0.7087 70.87%
PPAR gamma + 0.6586 65.86%
Honey bee toxicity - 0.6300 63.00%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9791 97.91%

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 98.33% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.08% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.45% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.32% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.89% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.04% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.88% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.62% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.60% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.94% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.92% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.70% 82.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.46% 93.00%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 85.48% 80.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.98% 96.38%
CHEMBL5255 O00206 Toll-like receptor 4 84.28% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.89% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.70% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.58% 94.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.91% 89.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.66% 91.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.45% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 82.10% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.13% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.14% 99.23%
CHEMBL259 P32245 Melanocortin receptor 4 80.04% 95.38%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.02% 95.83%

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 101006907
LOTUS LTS0176860
wikiData Q104971867