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(2S)-2-[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]propanal

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 2f95619d-0899-4cb4-8629-2d0b34297d80
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S)-2-[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]propanal
SMILES (Canonical) CC(C=O)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C
SMILES (Isomeric) C[C@H](C=O)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C
InChI InChI=1S/C30H50O2/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/h18-25,32H,8-17H2,1-7H3/t19-,20+,21-,22+,23-,24+,25-,27-,28+,29-,30-/m1/s1
InChI Key FLXGQVORCKAMPM-ULVCUVGISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O2
Molecular Weight 442.70 g/mol
Exact Mass 442.381080833 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 8.60
Atomic LogP (AlogP) 7.28
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]propanal

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 - 0.6331 63.31%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7331 73.31%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior + 0.9189 91.89%
OATP1B3 inhibitior + 0.9654 96.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.8000 80.00%
BSEP inhibitior + 0.7317 73.17%
P-glycoprotein inhibitior - 0.7065 70.65%
P-glycoprotein substrate - 0.8345 83.45%
CYP3A4 substrate + 0.6842 68.42%
CYP2C9 substrate - 0.8267 82.67%
CYP2D6 substrate - 0.7463 74.63%
CYP3A4 inhibition - 0.9042 90.42%
CYP2C9 inhibition - 0.7492 74.92%
CYP2C19 inhibition - 0.8490 84.90%
CYP2D6 inhibition - 0.9719 97.19%
CYP1A2 inhibition - 0.6690 66.90%
CYP2C8 inhibition - 0.7586 75.86%
CYP inhibitory promiscuity - 0.9533 95.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6153 61.53%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9390 93.90%
Skin irritation + 0.7234 72.34%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4505 45.05%
Micronuclear - 1.0000 100.00%
Hepatotoxicity - 0.8124 81.24%
skin sensitisation + 0.4892 48.92%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7177 71.77%
Acute Oral Toxicity (c) III 0.7180 71.80%
Estrogen receptor binding + 0.8141 81.41%
Androgen receptor binding + 0.7519 75.19%
Thyroid receptor binding + 0.6478 64.78%
Glucocorticoid receptor binding + 0.7831 78.31%
Aromatase binding + 0.6921 69.21%
PPAR gamma + 0.6092 60.92%
Honey bee toxicity - 0.6117 61.17%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9596 95.96%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.65% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 93.21% 94.75%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.56% 95.58%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.52% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.80% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.80% 92.86%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.97% 91.03%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.66% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.48% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 86.82% 98.10%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.75% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 86.10% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.05% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.57% 85.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.35% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.96% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.95% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.91% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.66% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.59% 90.71%
CHEMBL4302 P08183 P-glycoprotein 1 82.75% 92.98%
CHEMBL204 P00734 Thrombin 82.67% 96.01%
CHEMBL5203 P33316 dUTP pyrophosphatase 81.91% 99.18%
CHEMBL268 P43235 Cathepsin K 81.64% 96.85%
CHEMBL4072 P07858 Cathepsin B 81.32% 93.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.80% 93.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.05% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 91313110
LOTUS LTS0108650
wikiData Q104997582