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(3S,5R,6S,8R,9R,10R,13R,14R,17S)-3,6-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,11,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-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 1878b3f7-22dc-46c8-8eac-fb31ef53a639
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,6S,8R,9R,10R,13R,14R,17S)-3,6-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,11,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-one
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(=O)CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)C)OC5C(C(C(C(O5)CO)O)O)O)C
SMILES (Isomeric) CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1C(=O)C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
InChI InChI=1S/C36H60O9/c1-19(2)10-9-13-36(8,45-31-29(43)28(42)27(41)23(18-37)44-31)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(40)32(3,4)30(33)22(39)17-35(24,34)7/h10,20,22-31,37,39-43H,9,11-18H2,1-8H3/t20-,22-,23+,24+,25-,26-,27+,28-,29+,30-,31-,33+,34+,35+,36-/m0/s1
InChI Key VGJOYFZLAIERID-CVQXJYBDSA-N
Popularity 0 references 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) 157.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.50
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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343780-69-8
DTXSID901161252
HY-N7500
AKOS040763711
CS-0131102
(3beta,6alpha)-20-(beta-D-Glucopyranosyloxy)-3,6-dihydroxydammar-24-en-12-one

2D Structure

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2D Structure of (3S,5R,6S,8R,9R,10R,13R,14R,17S)-3,6-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,11,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8712 87.12%
Caco-2 - 0.8381 83.81%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8200 82.00%
OATP2B1 inhibitior - 0.7226 72.26%
OATP1B1 inhibitior + 0.8328 83.28%
OATP1B3 inhibitior + 0.8105 81.05%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6818 68.18%
BSEP inhibitior + 0.6759 67.59%
P-glycoprotein inhibitior + 0.7432 74.32%
P-glycoprotein substrate - 0.6671 66.71%
CYP3A4 substrate + 0.7098 70.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.8847 88.47%
CYP2C9 inhibition - 0.7812 78.12%
CYP2C19 inhibition - 0.8851 88.51%
CYP2D6 inhibition - 0.9335 93.35%
CYP1A2 inhibition - 0.8143 81.43%
CYP2C8 inhibition + 0.5586 55.86%
CYP inhibitory promiscuity - 0.9095 90.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7208 72.08%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9266 92.66%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.7147 71.47%
Human Ether-a-go-go-Related Gene inhibition + 0.8224 82.24%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5594 55.94%
skin sensitisation - 0.9005 90.05%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6064 60.64%
Acute Oral Toxicity (c) III 0.4800 48.00%
Estrogen receptor binding + 0.6588 65.88%
Androgen receptor binding + 0.7520 75.20%
Thyroid receptor binding - 0.5395 53.95%
Glucocorticoid receptor binding + 0.6842 68.42%
Aromatase binding + 0.6941 69.41%
PPAR gamma + 0.6590 65.90%
Honey bee toxicity - 0.6247 62.47%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9603 96.03%

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 99.03% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.27% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.06% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.00% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.80% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.68% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.52% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.67% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 89.63% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.34% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.10% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.46% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.63% 97.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.26% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 82.99% 94.73%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.20% 96.90%

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.
Panax ginseng

Cross-Links

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PubChem 101096473
LOTUS LTS0186764
wikiData Q105285841