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(3R)-5-[[(2R,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[(1S,2R,4aR,4bS,6R,6aR,10aS,12aR)-2-(1-carboxyethenyl)-6-hydroxy-1-(3-hydroxypropyl)-1,4a,4b,9,9-pentamethyl-3,4,5,6,7,8,10,10a,12,12a-decahydro-2H-chrysene-6a-carbonyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic 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 1a07f3a2-99c8-4cb9-9645-1d6b16958b6a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3R)-5-[[(2R,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[(1S,2R,4aR,4bS,6R,6aR,10aS,12aR)-2-(1-carboxyethenyl)-6-hydroxy-1-(3-hydroxypropyl)-1,4a,4b,9,9-pentamethyl-3,4,5,6,7,8,10,10a,12,12a-decahydro-2H-chrysene-6a-carbonyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H74O20/c1-23(39(60)61)24-11-13-46(6)29(45(24,5)12-8-16-49)10-9-25-26-17-43(2,3)14-15-48(26,30(50)18-47(25,46)7)42(62)68-41-38(59)36(57)34(55)28(67-41)22-65-40-37(58)35(56)33(54)27(66-40)21-64-32(53)20-44(4,63)19-31(51)52/h9,24,26-30,33-38,40-41,49-50,54-59,63H,1,8,10-22H2,2-7H3,(H,51,52)(H,60,61)/t24-,26-,27+,28+,29+,30+,33+,34+,35-,36-,37+,38+,40+,41-,44+,45+,46+,47+,48+/m0/s1
InChI Key UIXPJVJPQYIJCB-SWUUMRSOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H74O20
Molecular Weight 971.10 g/mol
Exact Mass 970.47734475 g/mol
Topological Polar Surface Area (TPSA) 337.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.69
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-5-[[(2R,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[(1S,2R,4aR,4bS,6R,6aR,10aS,12aR)-2-(1-carboxyethenyl)-6-hydroxy-1-(3-hydroxypropyl)-1,4a,4b,9,9-pentamethyl-3,4,5,6,7,8,10,10a,12,12a-decahydro-2H-chrysene-6a-carbonyl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7412 74.12%
Caco-2 - 0.8683 86.83%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8514 85.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7993 79.93%
OATP1B3 inhibitior - 0.4149 41.49%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.8157 81.57%
P-glycoprotein inhibitior + 0.7449 74.49%
P-glycoprotein substrate + 0.6480 64.80%
CYP3A4 substrate + 0.7392 73.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8879 88.79%
CYP3A4 inhibition - 0.7385 73.85%
CYP2C9 inhibition - 0.8388 83.88%
CYP2C19 inhibition - 0.8911 89.11%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.8860 88.60%
CYP2C8 inhibition + 0.7846 78.46%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6233 62.33%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9008 90.08%
Skin irritation - 0.5687 56.87%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.7224 72.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7025 70.25%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7027 70.27%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7427 74.27%
Acute Oral Toxicity (c) III 0.8004 80.04%
Estrogen receptor binding + 0.8017 80.17%
Androgen receptor binding + 0.7390 73.90%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7241 72.41%
Aromatase binding + 0.6148 61.48%
PPAR gamma + 0.7782 77.82%
Honey bee toxicity - 0.7146 71.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9787 97.87%

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 98.92% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.94% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.90% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.73% 96.61%
CHEMBL2581 P07339 Cathepsin D 91.58% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.12% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.26% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 90.07% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.04% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.51% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.05% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.75% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.93% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 86.52% 94.73%
CHEMBL5028 O14672 ADAM10 84.89% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.65% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.30% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.24% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.56% 96.90%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.64% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.21% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.86% 93.00%
CHEMBL5957 P21589 5'-nucleotidase 80.67% 97.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.53% 86.92%

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 162928310
LOTUS LTS0094511
wikiData Q105273695