2-[(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bS)-3a,5a,5b,8,8,11a-hexamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-1-yl]prop-2-enal

Details

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Internal ID c3764c59-5bbd-47ab-ba69-2e3e46e5f1c7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bS)-3a,5a,5b,8,8,11a-hexamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-1-yl]prop-2-enal
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1=O)C)CCC4C3(CCC5(C4C(CC5)C(=C)C=O)C)C)C)C
SMILES (Isomeric) C[C@]12CC[C@H]([C@@H]1[C@H]3CC[C@@H]4[C@]5(CCC(=O)C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)C)C(=C)C=O
InChI InChI=1S/C30H46O2/c1-19(18-31)20-10-13-27(4)16-17-29(6)21(25(20)27)8-9-23-28(5)14-12-24(32)26(2,3)22(28)11-15-30(23,29)7/h18,20-23,25H,1,8-17H2,2-7H3/t20-,21+,22-,23+,25+,27+,28-,29+,30+/m0/s1
InChI Key UULYNHWOJRYOFT-BHMAJAPKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O2
Molecular Weight 438.70 g/mol
Exact Mass 438.349780706 g/mol
Topological Polar Surface Area (TPSA) 34.10 Ų
XlogP 8.20
Atomic LogP (AlogP) 7.41
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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SCHEMBL20711110
2-[(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bS)-3a,5a,5b,8,8,11a-hexamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-1-yl]prop-2-enal

2D Structure

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2D Structure of 2-[(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bS)-3a,5a,5b,8,8,11a-hexamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-1-yl]prop-2-enal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9972 99.72%
Caco-2 - 0.5732 57.32%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6744 67.44%
OATP2B1 inhibitior - 0.8634 86.34%
OATP1B1 inhibitior + 0.8799 87.99%
OATP1B3 inhibitior - 0.2401 24.01%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior + 0.6500 65.00%
BSEP inhibitior + 0.9418 94.18%
P-glycoprotein inhibitior - 0.5407 54.07%
P-glycoprotein substrate - 0.8071 80.71%
CYP3A4 substrate + 0.6591 65.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8334 83.34%
CYP3A4 inhibition - 0.8399 83.99%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.5381 53.81%
CYP2D6 inhibition - 0.9555 95.55%
CYP1A2 inhibition - 0.8696 86.96%
CYP2C8 inhibition + 0.4466 44.66%
CYP inhibitory promiscuity - 0.8032 80.32%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5117 51.17%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9215 92.15%
Skin irritation + 0.5684 56.84%
Skin corrosion - 0.9669 96.69%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7362 73.62%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation + 0.7754 77.54%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5485 54.85%
Acute Oral Toxicity (c) III 0.7061 70.61%
Estrogen receptor binding + 0.8379 83.79%
Androgen receptor binding + 0.7825 78.25%
Thyroid receptor binding + 0.6264 62.64%
Glucocorticoid receptor binding + 0.8504 85.04%
Aromatase binding + 0.7143 71.43%
PPAR gamma + 0.6735 67.35%
Honey bee toxicity - 0.7643 76.43%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9965 99.65%

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
CHEMBL1937 Q92769 Histone deacetylase 2 92.29% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.15% 94.45%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 90.96% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.90% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.04% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.46% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.04% 91.11%
CHEMBL2581 P07339 Cathepsin D 84.49% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.02% 82.69%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.54% 92.88%
CHEMBL3524 P56524 Histone deacetylase 4 81.93% 92.97%
CHEMBL259 P32245 Melanocortin receptor 4 81.82% 95.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.43% 97.09%
CHEMBL4302 P08183 P-glycoprotein 1 80.68% 92.98%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.33% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.14% 95.89%

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.
Gymnosporia emarginata
Nuxia sphaerocephala

Cross-Links

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PubChem 11848142
LOTUS LTS0255063
wikiData Q105279443