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(2R,5R,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-2-hydroxy-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 71ddef3a-a432-49e5-866a-3e300d1173f4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,5R,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-2-hydroxy-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(CC(C1C(O1)(C)C)O)C2CCC3(C2(CCC4C3=CCC5C4(CC(C(=O)C5(C)C)O)C)C)C
SMILES (Isomeric) C[C@@H](C[C@H]([C@H]1C(O1)(C)C)O)[C@@H]2CC[C@]3([C@]2(CC[C@H]4C3=CC[C@@H]5[C@@]4(C[C@H](C(=O)C5(C)C)O)C)C)C
InChI InChI=1S/C30H48O4/c1-17(15-21(31)25-27(4,5)34-25)18-11-13-30(8)20-9-10-23-26(2,3)24(33)22(32)16-28(23,6)19(20)12-14-29(18,30)7/h9,17-19,21-23,25,31-32H,10-16H2,1-8H3/t17-,18-,19-,21+,22+,23-,25-,28+,29-,30+/m0/s1
InChI Key RWIDOJDSFVJSPH-DTBGFDGESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 70.10 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.70
H-Bond Acceptor 4
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 (2R,5R,9R,10R,13S,14S,17S)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-2-hydroxy-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 + 0.9936 99.36%
Caco-2 - 0.5138 51.38%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6481 64.81%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8758 87.58%
OATP1B3 inhibitior + 0.9752 97.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6564 65.64%
BSEP inhibitior + 0.7135 71.35%
P-glycoprotein inhibitior - 0.5285 52.85%
P-glycoprotein substrate - 0.5325 53.25%
CYP3A4 substrate + 0.6618 66.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7777 77.77%
CYP3A4 inhibition - 0.8024 80.24%
CYP2C9 inhibition - 0.8318 83.18%
CYP2C19 inhibition - 0.8837 88.37%
CYP2D6 inhibition - 0.9431 94.31%
CYP1A2 inhibition - 0.7697 76.97%
CYP2C8 inhibition + 0.4799 47.99%
CYP inhibitory promiscuity - 0.8616 86.16%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5583 55.83%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9460 94.60%
Skin irritation + 0.5673 56.73%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6120 61.20%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.7179 71.79%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.5548 55.48%
Acute Oral Toxicity (c) I 0.4050 40.50%
Estrogen receptor binding + 0.7667 76.67%
Androgen receptor binding + 0.7676 76.76%
Thyroid receptor binding + 0.6922 69.22%
Glucocorticoid receptor binding + 0.8177 81.77%
Aromatase binding + 0.6568 65.68%
PPAR gamma + 0.5505 55.05%
Honey bee toxicity - 0.8151 81.51%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9774 97.74%

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
CHEMBL221 P23219 Cyclooxygenase-1 96.55% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.30% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.19% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.48% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.61% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.98% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.02% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.60% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.11% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.64% 96.77%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.55% 90.71%
CHEMBL1871 P10275 Androgen Receptor 82.42% 96.43%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.74% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.71% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.06% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.00% 97.14%
CHEMBL226 P30542 Adenosine A1 receptor 80.62% 95.93%

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.
Dysoxylum variabile

Cross-Links

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PubChem 15507871
LOTUS LTS0194012
wikiData Q105246514