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(5R,8R,9R,10R,13R,14R,16S,17R)-16-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

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 946dc26f-c121-4a4d-bf56-14297690d681
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,8R,9R,10R,13R,14R,16S,17R)-16-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)(C1C2CCC3C4(CCC(=O)C(C4CCC3(C2(CC1O)C)C)(C)C)C)O)C
SMILES (Isomeric) CC(=CCC[C@](C)([C@@H]1[C@H]2CC[C@@H]3[C@]4(CCC(=O)C([C@@H]4CC[C@]3([C@@]2(C[C@@H]1O)C)C)(C)C)C)O)C
InChI InChI=1S/C30H50O3/c1-19(2)10-9-15-30(8,33)25-20-11-12-23-27(5)16-14-24(32)26(3,4)22(27)13-17-28(23,6)29(20,7)18-21(25)31/h10,20-23,25,31,33H,9,11-18H2,1-8H3/t20-,21+,22+,23-,25-,27+,28-,29-,30-/m1/s1
InChI Key BRWOXWOYTSNQRP-HTSMUQQKSA-N
Popularity 0 references 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 7.60
Atomic LogP (AlogP) 6.71
H-Bond Acceptor 3
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,8R,9R,10R,13R,14R,16S,17R)-16-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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 - 0.5249 52.49%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6680 66.80%
OATP2B1 inhibitior - 0.7164 71.64%
OATP1B1 inhibitior + 0.8726 87.26%
OATP1B3 inhibitior + 0.9174 91.74%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9730 97.30%
P-glycoprotein inhibitior - 0.5298 52.98%
P-glycoprotein substrate - 0.7267 72.67%
CYP3A4 substrate + 0.6827 68.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8029 80.29%
CYP3A4 inhibition - 0.8249 82.49%
CYP2C9 inhibition - 0.7995 79.95%
CYP2C19 inhibition - 0.8242 82.42%
CYP2D6 inhibition - 0.9563 95.63%
CYP1A2 inhibition - 0.9185 91.85%
CYP2C8 inhibition - 0.6338 63.38%
CYP inhibitory promiscuity - 0.6644 66.44%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5683 56.83%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.9410 94.10%
Skin irritation + 0.6052 60.52%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4560 45.60%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.7592 75.92%
skin sensitisation - 0.6293 62.93%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7714 77.14%
Acute Oral Toxicity (c) I 0.7420 74.20%
Estrogen receptor binding + 0.7889 78.89%
Androgen receptor binding + 0.7233 72.33%
Thyroid receptor binding + 0.6533 65.33%
Glucocorticoid receptor binding + 0.7994 79.94%
Aromatase binding + 0.7637 76.37%
PPAR gamma + 0.6542 65.42%
Honey bee toxicity - 0.6932 69.32%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9895 98.95%

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 95.91% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 95.17% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.84% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.87% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.12% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.85% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.44% 96.09%
CHEMBL2581 P07339 Cathepsin D 87.37% 98.95%
CHEMBL1902 P62942 FK506-binding protein 1A 86.34% 97.05%
CHEMBL1914 P06276 Butyrylcholinesterase 85.69% 95.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.60% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.06% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.04% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.34% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.60% 92.94%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.79% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.07% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.71% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.52% 93.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.36% 90.08%

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.
Commiphora kua

Cross-Links

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PubChem 10027199
LOTUS LTS0015857
wikiData Q104945062