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(5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[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 ca044f2b-7a42-400f-8c16-320d71dd867f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC1(C2CC=C3C(C2(CCC1=O)C)CCC4(C3(CCC4C5CC(OC5OC)C(C(C)(C)O)O)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@H]3C(=CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)[C@]1(CC[C@H]2[C@@H]5C[C@@H](O[C@H]5OC)[C@@H](C(C)(C)O)O)C
InChI InChI=1S/C31H50O5/c1-27(2)23-10-9-21-20(29(23,5)14-13-24(27)32)12-16-30(6)19(11-15-31(21,30)7)18-17-22(36-26(18)35-8)25(33)28(3,4)34/h9,18-20,22-23,25-26,33-34H,10-17H2,1-8H3/t18-,19-,20-,22+,23-,25-,26+,29+,30-,31+/m0/s1
InChI Key NYUZBOBAGWNMHW-SJASIYDTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H50O5
Molecular Weight 502.70 g/mol
Exact Mass 502.36582469 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.67
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[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 + 0.9853 98.53%
Caco-2 - 0.5563 55.63%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7916 79.16%
OATP2B1 inhibitior - 0.7139 71.39%
OATP1B1 inhibitior + 0.8642 86.42%
OATP1B3 inhibitior + 0.8615 86.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.6488 64.88%
P-glycoprotein inhibitior - 0.4570 45.70%
P-glycoprotein substrate - 0.6448 64.48%
CYP3A4 substrate + 0.7213 72.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8503 85.03%
CYP3A4 inhibition - 0.6592 65.92%
CYP2C9 inhibition - 0.6481 64.81%
CYP2C19 inhibition - 0.6621 66.21%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.6078 60.78%
CYP2C8 inhibition + 0.6699 66.99%
CYP inhibitory promiscuity - 0.8412 84.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5031 50.31%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9391 93.91%
Skin irritation - 0.5691 56.91%
Skin corrosion - 0.9329 93.29%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4475 44.75%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8383 83.83%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6445 64.45%
Acute Oral Toxicity (c) I 0.4645 46.45%
Estrogen receptor binding + 0.6597 65.97%
Androgen receptor binding + 0.7431 74.31%
Thyroid receptor binding + 0.6654 66.54%
Glucocorticoid receptor binding + 0.8120 81.20%
Aromatase binding + 0.7256 72.56%
PPAR gamma + 0.5979 59.79%
Honey bee toxicity - 0.6979 69.79%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9930 99.30%

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 98.48% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.77% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.60% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.87% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.48% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.24% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.07% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.06% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.72% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.02% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.48% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.94% 94.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.90% 94.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.56% 95.89%
CHEMBL1871 P10275 Androgen Receptor 83.08% 96.43%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.81% 91.07%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.83% 83.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.76% 96.38%
CHEMBL4581 P52732 Kinesin-like protein 1 80.44% 93.18%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.39% 96.77%
CHEMBL2581 P07339 Cathepsin D 80.38% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.08% 92.62%

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.
Aphanamixis polystachya
Chisocheton cumingianus subsp. balansae
Citrus trifoliata
Melia azedarach
Toona sinensis

Cross-Links

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PubChem 73353494
LOTUS LTS0009894
wikiData Q105187714