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(5R,6S,8R,9R,10R,13S,14R,17S)-6-hydroxy-17-[(E,2S)-2-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxyhept-5-en-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 d9fc5305-e3fc-45c8-bf34-034fea124050
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,6S,8R,9R,10R,13S,14R,17S)-6-hydroxy-17-[(E,2S)-2-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxyhept-5-en-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) CC(=CCCC(C)(C1CCC2(C1CCC3C2(CC(C4C3(CCC(=O)C4(C)C)C)O)C)C)O)COC5C(C(C(C(O5)OC)O)O)O
SMILES (Isomeric) C/C(=C\CC[C@@](C)([C@H]1CC[C@@]2([C@H]1CC[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CCC(=O)C4(C)C)C)O)C)C)O)/CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)OC)O)O)O
InChI InChI=1S/C36H60O9/c1-20(19-44-31-28(41)26(39)27(40)30(43-8)45-31)10-9-15-36(7,42)22-13-17-34(5)21(22)11-12-24-33(4)16-14-25(38)32(2,3)29(33)23(37)18-35(24,34)6/h10,21-24,26-31,37,39-42H,9,11-19H2,1-8H3/b20-10+/t21-,22-,23-,24+,26-,27-,28+,29-,30-,31+,33+,34+,35+,36-/m0/s1
InChI Key WHNRVMKOEVRYPC-DNGFSFDOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H60O9
Molecular Weight 636.90 g/mol
Exact Mass 636.42373349 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,6S,8R,9R,10R,13S,14R,17S)-6-hydroxy-17-[(E,2S)-2-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxyhept-5-en-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 + 0.8857 88.57%
Caco-2 - 0.8475 84.75%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8135 81.35%
OATP2B1 inhibitior - 0.5775 57.75%
OATP1B1 inhibitior + 0.8409 84.09%
OATP1B3 inhibitior + 0.8821 88.21%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8042 80.42%
BSEP inhibitior + 0.8052 80.52%
P-glycoprotein inhibitior + 0.7563 75.63%
P-glycoprotein substrate - 0.5473 54.73%
CYP3A4 substrate + 0.7261 72.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8661 86.61%
CYP3A4 inhibition - 0.9108 91.08%
CYP2C9 inhibition - 0.7640 76.40%
CYP2C19 inhibition - 0.8359 83.59%
CYP2D6 inhibition - 0.9286 92.86%
CYP1A2 inhibition - 0.8002 80.02%
CYP2C8 inhibition + 0.7093 70.93%
CYP inhibitory promiscuity - 0.9171 91.71%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7117 71.17%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9201 92.01%
Skin irritation - 0.5427 54.27%
Skin corrosion - 0.9478 94.78%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8070 80.70%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6431 64.31%
skin sensitisation - 0.8823 88.23%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7707 77.07%
Acute Oral Toxicity (c) I 0.4730 47.30%
Estrogen receptor binding + 0.6762 67.62%
Androgen receptor binding + 0.7472 74.72%
Thyroid receptor binding - 0.5525 55.25%
Glucocorticoid receptor binding + 0.6811 68.11%
Aromatase binding + 0.7043 70.43%
PPAR gamma + 0.6536 65.36%
Honey bee toxicity - 0.6614 66.14%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9584 95.84%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.11% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.28% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.55% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.86% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.76% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.94% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.03% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.89% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.79% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.54% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.28% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 88.47% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.11% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.20% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 81.29% 94.73%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.91% 92.94%

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.
Hedera rhombea

Cross-Links

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PubChem 162926381
LOTUS LTS0270772
wikiData Q105305454