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(5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-5-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 88010afa-2038-4933-b4a3-d2eeccf2f654
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-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)CCC4C3(CCC4C5(CCC(O5)(C(C)(C)O)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@@](O5)(C(C)(C)O)O)C
InChI InChI=1S/C30H50O4/c1-24(2)21-12-16-28(7)22(26(21,5)14-13-23(24)31)10-9-19-20(11-15-27(19,28)6)29(8)17-18-30(33,34-29)25(3,4)32/h19-22,32-33H,9-18H2,1-8H3/t19-,20+,21+,22-,26+,27-,28-,29+,30-/m1/s1
InChI Key XVGPORFVRYBSFJ-XWEFXKJGSA-N
Popularity 1 reference 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 6.20
Atomic LogP (AlogP) 6.27
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,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-5-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 + 0.9752 97.52%
Caco-2 - 0.6219 62.19%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8068 80.68%
OATP2B1 inhibitior - 0.7127 71.27%
OATP1B1 inhibitior + 0.8951 89.51%
OATP1B3 inhibitior + 0.9002 90.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7608 76.08%
BSEP inhibitior + 0.8239 82.39%
P-glycoprotein inhibitior - 0.5822 58.22%
P-glycoprotein substrate - 0.8119 81.19%
CYP3A4 substrate + 0.6769 67.69%
CYP2C9 substrate - 0.6343 63.43%
CYP2D6 substrate - 0.8310 83.10%
CYP3A4 inhibition - 0.6479 64.79%
CYP2C9 inhibition - 0.8754 87.54%
CYP2C19 inhibition - 0.8032 80.32%
CYP2D6 inhibition - 0.9574 95.74%
CYP1A2 inhibition - 0.8387 83.87%
CYP2C8 inhibition - 0.6153 61.53%
CYP inhibitory promiscuity - 0.9662 96.62%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6218 62.18%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9321 93.21%
Skin irritation + 0.5083 50.83%
Skin corrosion - 0.8981 89.81%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4403 44.03%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7234 72.34%
skin sensitisation - 0.8412 84.12%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6572 65.72%
Acute Oral Toxicity (c) III 0.4803 48.03%
Estrogen receptor binding + 0.7489 74.89%
Androgen receptor binding + 0.7406 74.06%
Thyroid receptor binding + 0.6223 62.23%
Glucocorticoid receptor binding + 0.8105 81.05%
Aromatase binding + 0.7709 77.09%
PPAR gamma + 0.5655 56.55%
Honey bee toxicity - 0.8070 80.70%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9814 98.14%

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 97.23% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.74% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.80% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.60% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.43% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.32% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.88% 92.94%
CHEMBL2581 P07339 Cathepsin D 85.47% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.09% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.77% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.69% 94.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.48% 90.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.94% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.59% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.23% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.18% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.68% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.81% 95.71%

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.
Aglaia tomentosa

Cross-Links

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PubChem 163025817
LOTUS LTS0017876
wikiData Q105342877