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11-Hydroxy-17-(1-hydroxy-1,5-dimethyl-hex-4-enyl)-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[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 9887e54b-fbe5-487a-b6ad-96fb277f42e8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,8R,9R,10S,11R,13R,14R,17S)-11-hydroxy-17-[(2R)-2-hydroxy-6-methylhept-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(C1CC(C3C2(CCC4C3(CCC(=O)C4(C)C)C)C)O)C)O)C
SMILES (Isomeric) CC(=CCC[C@](C)([C@H]1CC[C@@]2([C@@H]1C[C@H]([C@H]3[C@]2(CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)O)C)O)C
InChI InChI=1S/C30H50O3/c1-19(2)10-9-14-30(8,33)20-11-16-28(6)21(20)18-22(31)25-27(5)15-13-24(32)26(3,4)23(27)12-17-29(25,28)7/h10,20-23,25,31,33H,9,11-18H2,1-8H3/t20-,21+,22+,23-,25+,27-,28+,29+,30+/m0/s1
InChI Key QFFYREQVSNSSTO-DQTYNPBSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.71
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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CHEMBL516999
(5R,8R,9R,10S,11R,13R,14R,17S)-11-hydroxy-17-[(2R)-2-hydroxy-6-methylhept-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
(11R,20R)-11,20-Dihydroxy-24-dammaren-3-one
(11alpha,20R)-11,20-dihydroxydammar-24-en-3-one
dammar-24-en-3-one, 11,20-dihydroxy-, (11alpha,20R)-
InChI=1/C30H50O3/c1-19(2)10-9-14-30(8,33)20-11-16-28(6)21(20)18-22(31)25-27(5)15-13-24(32)26(3,4)23(27)12-17-29(25,28)7/h10,20-23,25,31,33H,9,11-18H2,1-8H3/t20-,21+,22+,23-,25+,27-,28+,29+,30+/m0/s

2D Structure

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2D Structure of 11-Hydroxy-17-(1-hydroxy-1,5-dimethyl-hex-4-enyl)-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[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 + 1.0000 100.00%
Caco-2 - 0.5608 56.08%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7835 78.35%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.7784 77.84%
OATP1B3 inhibitior + 0.9529 95.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.9490 94.90%
P-glycoprotein inhibitior - 0.5403 54.03%
P-glycoprotein substrate - 0.7440 74.40%
CYP3A4 substrate + 0.6635 66.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8029 80.29%
CYP3A4 inhibition - 0.7583 75.83%
CYP2C9 inhibition - 0.9012 90.12%
CYP2C19 inhibition - 0.9083 90.83%
CYP2D6 inhibition - 0.9596 95.96%
CYP1A2 inhibition - 0.9517 95.17%
CYP2C8 inhibition - 0.6222 62.22%
CYP inhibitory promiscuity - 0.6715 67.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6013 60.13%
Eye corrosion - 0.9961 99.61%
Eye irritation - 0.9393 93.93%
Skin irritation + 0.6350 63.50%
Skin corrosion - 0.9660 96.60%
Ames mutagenesis - 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4312 43.12%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6098 60.98%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.6222 62.22%
Acute Oral Toxicity (c) III 0.5461 54.61%
Estrogen receptor binding + 0.7804 78.04%
Androgen receptor binding + 0.7095 70.95%
Thyroid receptor binding + 0.6547 65.47%
Glucocorticoid receptor binding + 0.7845 78.45%
Aromatase binding + 0.7564 75.64%
PPAR gamma + 0.6122 61.22%
Honey bee toxicity - 0.7346 73.46%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9927 99.27%

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 98.04% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.81% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.44% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.40% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.79% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.59% 96.09%
CHEMBL1914 P06276 Butyrylcholinesterase 89.55% 95.00%
CHEMBL1902 P62942 FK506-binding protein 1A 88.79% 97.05%
CHEMBL2581 P07339 Cathepsin D 88.77% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.44% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.98% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.69% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.37% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.35% 95.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.48% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.21% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 80.86% 95.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.42% 90.71%

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.
Caloncoba echinata

Cross-Links

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PubChem 637049
LOTUS LTS0096507
wikiData Q105219537