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

Details

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Internal ID 63926598-c050-462f-8b23-67060198e2cf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aR,5bR,7R,7aR,11aR,11bR,13aR,13bS)-7-hydroxy-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one
SMILES (Canonical) CC1(C2C(CC3(C(C2(CCC1=O)C)CCC4C3(CCC5(C4C(CC5)C(C)(C)O)C)C)C)O)C
SMILES (Isomeric) C[C@]12CC[C@H]([C@@H]1[C@H]3CC[C@@H]4[C@]5(CCC(=O)C([C@@H]5[C@@H](C[C@]4([C@@]3(CC2)C)C)O)(C)C)C)C(C)(C)O
InChI InChI=1S/C30H50O3/c1-25(2)22(32)12-14-28(6)21-10-9-19-23-18(26(3,4)33)11-13-27(23,5)15-16-29(19,7)30(21,8)17-20(31)24(25)28/h18-21,23-24,31,33H,9-17H2,1-8H3/t18-,19-,20-,21-,23-,24+,27-,28-,29-,30-/m1/s1
InChI Key NUDALCNACCYYLC-MUACLIQTSA-N
Popularity 3 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 6.70
Atomic LogP (AlogP) 6.40
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9972 99.72%
Caco-2 - 0.6233 62.33%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8018 80.18%
OATP2B1 inhibitior - 0.7152 71.52%
OATP1B1 inhibitior + 0.9114 91.14%
OATP1B3 inhibitior + 0.9659 96.59%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.8353 83.53%
P-glycoprotein inhibitior - 0.7164 71.64%
P-glycoprotein substrate - 0.7608 76.08%
CYP3A4 substrate + 0.6724 67.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7791 77.91%
CYP3A4 inhibition - 0.8730 87.30%
CYP2C9 inhibition - 0.8246 82.46%
CYP2C19 inhibition - 0.9403 94.03%
CYP2D6 inhibition - 0.9742 97.42%
CYP1A2 inhibition - 0.8044 80.44%
CYP2C8 inhibition - 0.5994 59.94%
CYP inhibitory promiscuity - 0.9386 93.86%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6376 63.76%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8980 89.80%
Skin irritation + 0.6784 67.84%
Skin corrosion - 0.9413 94.13%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5803 58.03%
Micronuclear - 0.9900 99.00%
Hepatotoxicity - 0.7340 73.40%
skin sensitisation - 0.6106 61.06%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6679 66.79%
Acute Oral Toxicity (c) III 0.5685 56.85%
Estrogen receptor binding + 0.7461 74.61%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding + 0.6028 60.28%
Glucocorticoid receptor binding + 0.8196 81.96%
Aromatase binding + 0.7229 72.29%
PPAR gamma + 0.5597 55.97%
Honey bee toxicity - 0.7845 78.45%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9749 97.49%

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 97.20% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.92% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 92.19% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.54% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.48% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.07% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.29% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.06% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.56% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.52% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.31% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.00% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.84% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.49% 95.89%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.76% 90.93%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.75% 97.33%
CHEMBL259 P32245 Melanocortin receptor 4 80.53% 95.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.48% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.14% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.07% 86.33%

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.
Pleurostylia opposita

Cross-Links

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PubChem 21672688
LOTUS LTS0094981
wikiData Q105185814