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(5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-5-[(2S)-1,2-dihydroxypropan-2-yl]-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

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 c4968901-93a8-4bff-97d6-e09d4d9c1052
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-5-[(2S)-1,2-dihydroxypropan-2-yl]-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1=O)C)CCC4C3(CCC4C5(CCC(O5)C(C)(CO)O)C)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)[C@@]5(CC[C@@H](O5)[C@](C)(CO)O)C
InChI InChI=1S/C30H50O4/c1-25(2)21-11-16-28(5)22(26(21,3)14-12-23(25)32)9-8-19-20(10-15-27(19,28)4)30(7)17-13-24(34-30)29(6,33)18-31/h19-22,24,31,33H,8-18H2,1-7H3/t19-,20+,21+,22-,24-,26+,27-,28-,29+,30+/m1/s1
InChI Key LBWOQWCMNAJNNC-MZKSHMHJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O4
Molecular Weight 474.70 g/mol
Exact Mass 474.37091007 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.92
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-5-[(2S)-1,2-dihydroxypropan-2-yl]-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9786 97.86%
Caco-2 - 0.6351 63.51%
Blood Brain Barrier + 0.5135 51.35%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8100 81.00%
OATP2B1 inhibitior - 0.5671 56.71%
OATP1B1 inhibitior + 0.8936 89.36%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8371 83.71%
BSEP inhibitior + 0.7391 73.91%
P-glycoprotein inhibitior - 0.5751 57.51%
P-glycoprotein substrate - 0.7664 76.64%
CYP3A4 substrate + 0.6961 69.61%
CYP2C9 substrate - 0.8202 82.02%
CYP2D6 substrate - 0.8181 81.81%
CYP3A4 inhibition - 0.6820 68.20%
CYP2C9 inhibition - 0.8000 80.00%
CYP2C19 inhibition - 0.8700 87.00%
CYP2D6 inhibition - 0.9600 96.00%
CYP1A2 inhibition - 0.8416 84.16%
CYP2C8 inhibition - 0.5812 58.12%
CYP inhibitory promiscuity - 0.9408 94.08%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6339 63.39%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9301 93.01%
Skin irritation - 0.6127 61.27%
Skin corrosion - 0.9462 94.62%
Ames mutagenesis - 0.6124 61.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6764 67.64%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.8143 81.43%
skin sensitisation - 0.8966 89.66%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7963 79.63%
Acute Oral Toxicity (c) III 0.3994 39.94%
Estrogen receptor binding + 0.7150 71.50%
Androgen receptor binding + 0.7527 75.27%
Thyroid receptor binding + 0.5986 59.86%
Glucocorticoid receptor binding + 0.7853 78.53%
Aromatase binding + 0.6976 69.76%
PPAR gamma + 0.5314 53.14%
Honey bee toxicity - 0.7803 78.03%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9282 92.82%

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 96.33% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.98% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.47% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.79% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 87.37% 83.82%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.59% 94.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.43% 96.61%
CHEMBL2581 P07339 Cathepsin D 85.37% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.26% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.08% 92.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.98% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.01% 86.33%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.40% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.24% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.44% 82.69%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.07% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.62% 97.33%

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.
Mangifera indica

Cross-Links

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PubChem 162995360
LOTUS LTS0033897
wikiData Q105149678