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(5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S,4S,5S)-4-hydroxy-5-(2-hydroxypropan-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 507c5d67-0a52-4073-a25d-110444dbc2ed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S,4S,5S)-4-hydroxy-5-(2-hydroxypropan-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)CC(C4C3(CCC4C5(CC(C(O5)C(C)(C)O)O)C)C)O)C)C
SMILES (Isomeric) C[C@]12CCC(=O)C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@@]5(C[C@@H]([C@H](O5)C(C)(C)O)O)C)C)O)C)(C)C
InChI InChI=1S/C30H50O5/c1-25(2)20-10-14-28(6)21(27(20,5)12-11-22(25)33)15-18(31)23-17(9-13-29(23,28)7)30(8)16-19(32)24(35-30)26(3,4)34/h17-21,23-24,31-32,34H,9-16H2,1-8H3/t17-,18+,19-,20-,21+,23-,24-,27-,28+,29+,30-/m0/s1
InChI Key MBDGNUHNPHPPSE-NLOIPHRUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.89
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S,4S,5S)-4-hydroxy-5-(2-hydroxypropan-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 + 0.9758 97.58%
Caco-2 - 0.7000 70.00%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6451 64.51%
OATP2B1 inhibitior - 0.5715 57.15%
OATP1B1 inhibitior + 0.8589 85.89%
OATP1B3 inhibitior + 0.9605 96.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.5575 55.75%
P-glycoprotein inhibitior - 0.6041 60.41%
P-glycoprotein substrate - 0.6608 66.08%
CYP3A4 substrate + 0.7060 70.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7974 79.74%
CYP3A4 inhibition - 0.6233 62.33%
CYP2C9 inhibition - 0.8258 82.58%
CYP2C19 inhibition - 0.8422 84.22%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.7721 77.21%
CYP2C8 inhibition + 0.5432 54.32%
CYP inhibitory promiscuity - 0.8868 88.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5886 58.86%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9306 93.06%
Skin irritation - 0.5113 51.13%
Skin corrosion - 0.8886 88.86%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4921 49.21%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7342 73.42%
skin sensitisation - 0.8424 84.24%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6599 65.99%
Acute Oral Toxicity (c) I 0.4243 42.43%
Estrogen receptor binding + 0.6998 69.98%
Androgen receptor binding + 0.7354 73.54%
Thyroid receptor binding + 0.6096 60.96%
Glucocorticoid receptor binding + 0.7765 77.65%
Aromatase binding + 0.7374 73.74%
PPAR gamma + 0.5429 54.29%
Honey bee toxicity - 0.7215 72.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9391 93.91%

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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.48% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.20% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.34% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.06% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.97% 91.11%
CHEMBL4302 P08183 P-glycoprotein 1 88.59% 92.98%
CHEMBL259 P32245 Melanocortin receptor 4 88.58% 95.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.29% 93.04%
CHEMBL1914 P06276 Butyrylcholinesterase 87.78% 95.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.22% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.57% 85.30%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.39% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.37% 94.00%
CHEMBL1871 P10275 Androgen Receptor 86.23% 96.43%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.90% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 85.68% 97.79%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 85.43% 88.84%
CHEMBL2581 P07339 Cathepsin D 85.27% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.20% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.79% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.79% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.69% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.02% 97.14%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 80.95% 88.81%

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.
Neoalsomitra clavigera

Cross-Links

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PubChem 15226377
LOTUS LTS0159075
wikiData Q105160675