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(5R,7S,8R,9R,10R,13R,14R,17S)-7-hydroxy-17-[(2S,5R)-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 7697290e-c81e-4331-b9de-cae9368f6ba0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (5R,7S,8R,9R,10R,13R,14R,17S)-7-hydroxy-17-[(2S,5R)-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(C2CC(C3(C(C2(CCC1=O)C)CCC4C3(CCC4C5(CCC(O5)C(C)(C)O)C)C)C)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@H]1CC[C@H]3[C@]2([C@H](C[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)O)C)[C@@]5(CC[C@@H](O5)C(C)(C)O)C
InChI InChI=1S/C30H50O4/c1-25(2)21-17-23(32)30(8)20(27(21,5)14-12-22(25)31)10-9-18-19(11-15-28(18,30)6)29(7)16-13-24(34-29)26(3,4)33/h18-21,23-24,32-33H,9-17H2,1-8H3/t18-,19+,20-,21+,23+,24-,27-,28-,29+,30+/m1/s1
InChI Key ACDWZMKZBRXXNE-ALVDMECNSA-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 5.60
Atomic LogP (AlogP) 5.92
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,7S,8R,9R,10R,13R,14R,17S)-7-hydroxy-17-[(2S,5R)-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 + 0.9919 99.19%
Caco-2 - 0.6152 61.52%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7971 79.71%
OATP2B1 inhibitior - 0.5761 57.61%
OATP1B1 inhibitior + 0.8694 86.94%
OATP1B3 inhibitior + 0.9316 93.16%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6358 63.58%
BSEP inhibitior + 0.5999 59.99%
P-glycoprotein inhibitior - 0.6226 62.26%
P-glycoprotein substrate - 0.6888 68.88%
CYP3A4 substrate + 0.7134 71.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7804 78.04%
CYP3A4 inhibition - 0.6019 60.19%
CYP2C9 inhibition - 0.8364 83.64%
CYP2C19 inhibition - 0.8167 81.67%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.7752 77.52%
CYP2C8 inhibition + 0.4441 44.41%
CYP inhibitory promiscuity - 0.9121 91.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6030 60.30%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9353 93.53%
Skin irritation + 0.4894 48.94%
Skin corrosion - 0.9098 90.98%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4328 43.28%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6717 67.17%
skin sensitisation - 0.8224 82.24%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8542 85.42%
Acute Oral Toxicity (c) III 0.5397 53.97%
Estrogen receptor binding + 0.7146 71.46%
Androgen receptor binding + 0.7324 73.24%
Thyroid receptor binding + 0.6365 63.65%
Glucocorticoid receptor binding + 0.8144 81.44%
Aromatase binding + 0.7434 74.34%
PPAR gamma - 0.4915 49.15%
Honey bee toxicity - 0.7952 79.52%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9631 96.31%

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 91.71% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.21% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.17% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.67% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.24% 95.56%
CHEMBL259 P32245 Melanocortin receptor 4 87.30% 95.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.69% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.41% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.17% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.80% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.29% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.15% 86.33%
CHEMBL1871 P10275 Androgen Receptor 81.90% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.04% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.45% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.15% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.15% 94.75%

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.
Salvia hierosolymitana

Cross-Links

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PubChem 101529199
LOTUS LTS0010812
wikiData Q104909035