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

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 a2ba1c67-23fc-4964-9b90-d359d4261cc0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,5S)-5-[(3R,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-(2-hydroxypropan-2-yl)-5-methyloxolan-2-ol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1O)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(CC[C@H](C4(C)C)O)C)C)[C@@]5(CC[C@@](O5)(C(C)(C)O)O)C
InChI InChI=1S/C30H52O4/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/h19-23,31-33H,9-18H2,1-8H3/t19-,20+,21+,22-,23-,26+,27-,28-,29+,30-/m1/s1
InChI Key KEMSPWHHSQONAW-QDISEVAQSA-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 6.50
Atomic LogP (AlogP) 6.06
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 (2R,5S)-5-[(3R,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-(2-hydroxypropan-2-yl)-5-methyloxolan-2-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9673 96.73%
Caco-2 - 0.6234 62.34%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7270 72.70%
OATP2B1 inhibitior - 0.5766 57.66%
OATP1B1 inhibitior + 0.9228 92.28%
OATP1B3 inhibitior + 0.8942 89.42%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior - 0.5987 59.87%
P-glycoprotein inhibitior - 0.6279 62.79%
P-glycoprotein substrate - 0.8456 84.56%
CYP3A4 substrate + 0.7035 70.35%
CYP2C9 substrate + 0.5906 59.06%
CYP2D6 substrate - 0.7834 78.34%
CYP3A4 inhibition - 0.7562 75.62%
CYP2C9 inhibition - 0.8886 88.86%
CYP2C19 inhibition - 0.7946 79.46%
CYP2D6 inhibition - 0.9556 95.56%
CYP1A2 inhibition - 0.8368 83.68%
CYP2C8 inhibition - 0.6345 63.45%
CYP inhibitory promiscuity - 0.9487 94.87%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5970 59.70%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9259 92.59%
Skin irritation - 0.5472 54.72%
Skin corrosion - 0.9034 90.34%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3727 37.27%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7591 75.91%
skin sensitisation - 0.8397 83.97%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8380 83.80%
Acute Oral Toxicity (c) III 0.4641 46.41%
Estrogen receptor binding + 0.7512 75.12%
Androgen receptor binding + 0.7286 72.86%
Thyroid receptor binding + 0.6481 64.81%
Glucocorticoid receptor binding + 0.7958 79.58%
Aromatase binding + 0.7823 78.23%
PPAR gamma + 0.5354 53.54%
Honey bee toxicity - 0.7334 73.34%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9740 97.40%

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 97.09% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.80% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 89.22% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.58% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.50% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.46% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.92% 91.11%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.82% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.75% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.18% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.52% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.83% 82.69%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.73% 90.93%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 82.40% 95.42%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.12% 91.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.05% 96.77%

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 162984140
LOTUS LTS0019840
wikiData Q105140057