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(3R,5R,8R,9S,10R,12R,13S,14R,17S)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

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 259f0613-f42e-4e04-90e9-da3c8a631e8e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3R,5R,8R,9S,10R,12R,13S,14R,17S)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1O)C)CC(C4C3(CCC4C5(CCC(O5)C(C)(C)O)C)C)O)C)C
SMILES (Isomeric) C[C@]1(CC[C@@H](O1)C(C)(C)O)[C@H]2CC[C@@]3([C@H]2[C@@H](C[C@@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H](C5(C)C)O)C)C)O)C
InChI InChI=1S/C30H52O4/c1-25(2)20-10-15-28(6)21(27(20,5)13-11-22(25)32)17-19(31)24-18(9-14-29(24,28)7)30(8)16-12-23(34-30)26(3,4)33/h18-24,31-33H,9-17H2,1-8H3/t18-,19+,20-,21-,22+,23+,24+,27-,28+,29+,30-/m0/s1
InChI Key DOAJFZJEGHSYOI-DESQOEGASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O4
Molecular Weight 476.70 g/mol
Exact Mass 476.38656014 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.71
H-Bond Acceptor 4
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 (3R,5R,8R,9S,10R,12R,13S,14R,17S)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9891 98.91%
Caco-2 - 0.6399 63.99%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7007 70.07%
OATP2B1 inhibitior - 0.5748 57.48%
OATP1B1 inhibitior + 0.8903 89.03%
OATP1B3 inhibitior + 0.9210 92.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior - 0.7280 72.80%
P-glycoprotein inhibitior - 0.6258 62.58%
P-glycoprotein substrate - 0.7591 75.91%
CYP3A4 substrate + 0.7182 71.82%
CYP2C9 substrate - 0.6036 60.36%
CYP2D6 substrate - 0.7058 70.58%
CYP3A4 inhibition - 0.7241 72.41%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.8136 81.36%
CYP2D6 inhibition - 0.9530 95.30%
CYP1A2 inhibition - 0.7696 76.96%
CYP2C8 inhibition + 0.4734 47.34%
CYP inhibitory promiscuity - 0.8721 87.21%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5771 57.71%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9128 91.28%
Skin irritation - 0.5646 56.46%
Skin corrosion - 0.9145 91.45%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6678 66.78%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8185 81.85%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8349 83.49%
Acute Oral Toxicity (c) III 0.5401 54.01%
Estrogen receptor binding + 0.6660 66.60%
Androgen receptor binding + 0.7250 72.50%
Thyroid receptor binding + 0.6376 63.76%
Glucocorticoid receptor binding + 0.7661 76.61%
Aromatase binding + 0.7371 73.71%
PPAR gamma + 0.5269 52.69%
Honey bee toxicity - 0.6822 68.22%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9491 94.91%

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
CHEMBL4302 P08183 P-glycoprotein 1 95.25% 92.98%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.01% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.05% 82.69%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.36% 89.05%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.77% 95.58%
CHEMBL1871 P10275 Androgen Receptor 90.65% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.29% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.18% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.91% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.70% 96.61%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.42% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.28% 96.09%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 87.56% 88.84%
CHEMBL259 P32245 Melanocortin receptor 4 87.55% 95.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.19% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.58% 92.94%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.23% 85.30%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.02% 95.89%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 83.49% 95.42%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.78% 97.31%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.94% 95.50%
CHEMBL1914 P06276 Butyrylcholinesterase 81.75% 95.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.09% 91.11%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 81.00% 88.81%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.68% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.50% 96.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.15% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.08% 94.45%

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.
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 163193806
LOTUS LTS0271647
wikiData Q104985880