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[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-[[(3S,5S,6S,8S,10S,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-2-methyloxan-3-yl] hydrogen sulfate

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 74d3dc5d-bf2e-4d59-a220-afaf533c836a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-[[(3S,5S,6S,8S,10S,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-2-methyloxan-3-yl] hydrogen sulfate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H54O14S2/c1-16(2)27(35)25(34)13-17(3)21-7-8-22-20-15-26(45-31-29(37)28(36)30(18(4)44-31)47-49(41,42)43)24-14-19(46-48(38,39)40)9-11-33(24,6)23(20)10-12-32(21,22)5/h10,16-22,24,26-31,35-37H,7-9,11-15H2,1-6H3,(H,38,39,40)(H,41,42,43)/t17-,18+,19+,20+,21-,22+,24-,26+,27+,28+,29+,30+,31-,32-,33-/m1/s1
InChI Key LQKSLCNTRSRVGF-GRYANLEHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O14S2
Molecular Weight 738.90 g/mol
Exact Mass 738.29549874 g/mol
Topological Polar Surface Area (TPSA) 240.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.02
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-[[(3S,5S,6S,8S,10S,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-2-methyloxan-3-yl] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9165 91.65%
Caco-2 - 0.8635 86.35%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5017 50.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8399 83.99%
OATP1B3 inhibitior + 0.9026 90.26%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7558 75.58%
P-glycoprotein inhibitior + 0.7276 72.76%
P-glycoprotein substrate + 0.6173 61.73%
CYP3A4 substrate + 0.7261 72.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8538 85.38%
CYP3A4 inhibition - 0.7561 75.61%
CYP2C9 inhibition - 0.7458 74.58%
CYP2C19 inhibition - 0.7113 71.13%
CYP2D6 inhibition - 0.8652 86.52%
CYP1A2 inhibition - 0.7178 71.78%
CYP2C8 inhibition + 0.6492 64.92%
CYP inhibitory promiscuity - 0.8322 83.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.5900 59.00%
Carcinogenicity (trinary) Non-required 0.6092 60.92%
Eye corrosion - 0.9818 98.18%
Eye irritation - 0.9211 92.11%
Skin irritation - 0.7386 73.86%
Skin corrosion - 0.8921 89.21%
Ames mutagenesis - 0.6754 67.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4912 49.12%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.5392 53.92%
skin sensitisation - 0.8332 83.32%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9161 91.61%
Acute Oral Toxicity (c) III 0.5499 54.99%
Estrogen receptor binding + 0.7499 74.99%
Androgen receptor binding + 0.7280 72.80%
Thyroid receptor binding - 0.5919 59.19%
Glucocorticoid receptor binding + 0.6904 69.04%
Aromatase binding + 0.6447 64.47%
PPAR gamma + 0.6998 69.98%
Honey bee toxicity - 0.7037 70.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.46% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.45% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.51% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.05% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.97% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.24% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.05% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.69% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.14% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.58% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.95% 96.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.18% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.17% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.74% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 87.47% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.76% 96.38%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.84% 98.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.59% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.30% 86.92%
CHEMBL340 P08684 Cytochrome P450 3A4 83.69% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.16% 96.77%
CHEMBL5028 O14672 ADAM10 82.63% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.98% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.22% 95.89%

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 44558938
LOTUS LTS0053551
wikiData Q105155596