(5aS,5bR,7aS,11aS,11bR,13S,13aS,13bR)-13-hydroxy-5b,8,8,11a,13a-pentamethyl-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydrocyclopenta[a]chrysen-3-one

Details

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Internal ID f07f3b55-04bd-4b2d-88fa-d263e20660de
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name (5aS,5bR,7aS,11aS,11bR,13S,13aS,13bR)-13-hydroxy-5b,8,8,11a,13a-pentamethyl-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydrocyclopenta[a]chrysen-3-one
SMILES (Canonical) CC1(CCCC2(C1CCC3(C2CC(C4(C3CC=C5C4C=CC5=O)C)O)C)C)C
SMILES (Isomeric) C[C@]12CCCC([C@@H]1CC[C@@]3([C@@H]2C[C@@H]([C@]4([C@H]3CC=C5[C@@H]4C=CC5=O)C)O)C)(C)C
InChI InChI=1S/C26H38O2/c1-23(2)12-6-13-24(3)19(23)11-14-25(4)20-10-7-16-17(8-9-18(16)27)26(20,5)22(28)15-21(24)25/h7-9,17,19-22,28H,6,10-15H2,1-5H3/t17-,19-,20-,21+,22-,24-,25-,26+/m0/s1
InChI Key YYYDEEUGLXOKML-ZWSLWUGUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O2
Molecular Weight 382.60 g/mol
Exact Mass 382.287180451 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.71
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5aS,5bR,7aS,11aS,11bR,13S,13aS,13bR)-13-hydroxy-5b,8,8,11a,13a-pentamethyl-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydrocyclopenta[a]chrysen-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 + 0.5268 52.68%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6904 69.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9106 91.06%
OATP1B3 inhibitior + 0.9785 97.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.7250 72.50%
BSEP inhibitior + 0.8778 87.78%
P-glycoprotein inhibitior - 0.5715 57.15%
P-glycoprotein substrate - 0.7773 77.73%
CYP3A4 substrate + 0.6708 67.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8812 88.12%
CYP3A4 inhibition - 0.9150 91.50%
CYP2C9 inhibition - 0.9011 90.11%
CYP2C19 inhibition - 0.7228 72.28%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.8515 85.15%
CYP2C8 inhibition - 0.7375 73.75%
CYP inhibitory promiscuity - 0.8190 81.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5109 51.09%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9635 96.35%
Skin irritation + 0.7309 73.09%
Skin corrosion - 0.9665 96.65%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3915 39.15%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation + 0.5276 52.76%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6328 63.28%
Acute Oral Toxicity (c) III 0.8650 86.50%
Estrogen receptor binding + 0.8925 89.25%
Androgen receptor binding + 0.5777 57.77%
Thyroid receptor binding + 0.7308 73.08%
Glucocorticoid receptor binding + 0.7740 77.40%
Aromatase binding + 0.7246 72.46%
PPAR gamma + 0.6106 61.06%
Honey bee toxicity - 0.8533 85.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9867 98.67%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.09% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.76% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.59% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.56% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.30% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.30% 95.56%
CHEMBL1871 P10275 Androgen Receptor 90.03% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.30% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 87.22% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.35% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.05% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.94% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 81.45% 83.82%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.11% 93.04%

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.
Bombax ceiba
Juniperus chinensis

Cross-Links

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PubChem 42632550
NPASS NPC232884
LOTUS LTS0040909
wikiData Q105369016