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[(2S,5R,6S,10S,13R,14R,17R)-17-[(1S)-1-[(1R,2S,4R,6R)-2-[(3R)-3-[(1S,5R,6R,9R,15R,19S)-15,19-dihydroxy-5,14,14-trimethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadeca-2(10),12-dien-6-yl]butyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-4-yl]ethyl]-2-hydroxy-4,4,10,13-tetramethyl-3-oxo-2,5,6,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-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 ef7787bd-c5ad-4a66-a170-168259d1e512
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,5R,6S,10S,13R,14R,17R)-17-[(1S)-1-[(1R,2S,4R,6R)-2-[(3R)-3-[(1S,5R,6R,9R,15R,19S)-15,19-dihydroxy-5,14,14-trimethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadeca-2(10),12-dien-6-yl]butyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-4-yl]ethyl]-2-hydroxy-4,4,10,13-tetramethyl-3-oxo-2,5,6,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate
SMILES (Canonical) CC(CCC1C2(CC(CC(O1)C(C)C3CCC4C3(CCC5=C4CC(C6C5(CC(C(=O)C6(C)C)O)C)OS(=O)(=O)O)C)C(O2)(C)C)C)C7CCC8C7(CCC9=C8CC=C1C92CC(C(C1(C)C)(OC2)O)O)C
SMILES (Isomeric) C[C@H](CC[C@H]1[C@]2(C[C@@H](C[C@@H](O1)[C@@H](C)[C@H]3CC[C@@H]4[C@@]3(CCC5=C4C[C@@H]([C@@H]6[C@@]5(C[C@@H](C(=O)C6(C)C)O)C)OS(=O)(=O)O)C)C(O2)(C)C)C)[C@H]7CC[C@@H]8[C@@]7(CCC9=C8CC=C1[C@]92C[C@@H]([C@@](C1(C)C)(OC2)O)O)C
InChI InChI=1S/C58H88O11S/c1-31(36-15-17-38-34-14-19-45-51(5,6)58(62)46(60)29-57(45,30-66-58)41(34)22-24-53(36,38)9)13-20-47-56(12)27-33(52(7,8)69-56)25-43(67-47)32(2)37-16-18-39-35-26-44(68-70(63,64)65)48-50(3,4)49(61)42(59)28-55(48,11)40(35)21-23-54(37,39)10/h19,31-33,36-39,42-44,46-48,59-60,62H,13-18,20-30H2,1-12H3,(H,63,64,65)/t31-,32+,33-,36-,37-,38+,39+,42+,43-,44+,46+,47+,48+,53-,54-,55-,56-,57+,58+/m1/s1
InChI Key FYNUTRZOXVXLLI-CEWAAWEASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H88O11S
Molecular Weight 993.40 g/mol
Exact Mass 992.60473479 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 8.60
Atomic LogP (AlogP) 10.42
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,5R,6S,10S,13R,14R,17R)-17-[(1S)-1-[(1R,2S,4R,6R)-2-[(3R)-3-[(1S,5R,6R,9R,15R,19S)-15,19-dihydroxy-5,14,14-trimethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadeca-2(10),12-dien-6-yl]butyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-4-yl]ethyl]-2-hydroxy-4,4,10,13-tetramethyl-3-oxo-2,5,6,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-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 + 0.9279 92.79%
Caco-2 - 0.8594 85.94%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6179 61.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8112 81.12%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9604 96.04%
P-glycoprotein inhibitior + 0.7534 75.34%
P-glycoprotein substrate + 0.8061 80.61%
CYP3A4 substrate + 0.7530 75.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8318 83.18%
CYP3A4 inhibition - 0.7012 70.12%
CYP2C9 inhibition - 0.7329 73.29%
CYP2C19 inhibition - 0.7165 71.65%
CYP2D6 inhibition - 0.8650 86.50%
CYP1A2 inhibition - 0.7312 73.12%
CYP2C8 inhibition + 0.7812 78.12%
CYP inhibitory promiscuity - 0.8358 83.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.5500 55.00%
Eye corrosion - 0.9783 97.83%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.7398 73.98%
Skin corrosion - 0.9030 90.30%
Ames mutagenesis - 0.5837 58.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4367 43.67%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8436 84.36%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5624 56.24%
Acute Oral Toxicity (c) III 0.5847 58.47%
Estrogen receptor binding + 0.7532 75.32%
Androgen receptor binding + 0.7771 77.71%
Thyroid receptor binding + 0.6249 62.49%
Glucocorticoid receptor binding + 0.7529 75.29%
Aromatase binding + 0.6303 63.03%
PPAR gamma + 0.7848 78.48%
Honey bee toxicity - 0.6003 60.03%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9969 99.69%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.09% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.82% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.52% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 96.17% 85.31%
CHEMBL221 P23219 Cyclooxygenase-1 96.09% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.26% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.97% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.54% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.51% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.29% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.49% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.58% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.55% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.18% 97.14%
CHEMBL1871 P10275 Androgen Receptor 87.34% 96.43%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.72% 85.14%
CHEMBL4444 P04070 Vitamin K-dependent protein C 85.65% 93.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.48% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.40% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.05% 86.33%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.12% 98.05%
CHEMBL340 P08684 Cytochrome P450 3A4 83.68% 91.19%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.88% 92.78%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.39% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 81.67% 95.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.81% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.16% 94.33%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.07% 99.17%

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 20055848
LOTUS LTS0149686
wikiData Q104664563