(1R,3aR,5aS,5bR,7aR,11R,11aR,11bS,13aR,13bS)-11-hydroxy-3a,5a,5b,8,8,11a,13a-heptamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,10,11,11b,12,13,13b-tetradecahydrocyclopenta[a]chrysen-9-one

Details

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Internal ID 4aeaf704-96f2-4550-bc97-a2862a2e1446
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aS,5bR,7aR,11R,11aR,11bS,13aR,13bS)-11-hydroxy-3a,5a,5b,8,8,11a,13a-heptamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,10,11,11b,12,13,13b-tetradecahydrocyclopenta[a]chrysen-9-one
SMILES (Canonical) CC(=C)C1CCC2(C1C3(CCC4C(C3(CC2)C)(CCC5C4(C(CC(=O)C5(C)C)O)C)C)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@]3(CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4([C@@H](CC(=O)C5(C)C)O)C)C)C)C
InChI InChI=1S/C31H50O2/c1-19(2)20-10-13-27(5)16-17-30(8)28(6)14-11-21-26(3,4)23(32)18-24(33)31(21,9)22(28)12-15-29(30,7)25(20)27/h20-22,24-25,33H,1,10-18H2,2-9H3/t20-,21-,22-,24+,25-,27+,28+,29+,30-,31-/m0/s1
InChI Key ZKXGQTBWNFNYIB-MGYWPLIUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H50O2
Molecular Weight 454.70 g/mol
Exact Mass 454.381080833 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 9.00
Atomic LogP (AlogP) 7.59
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aR,5aS,5bR,7aR,11R,11aR,11bS,13aR,13bS)-11-hydroxy-3a,5a,5b,8,8,11a,13a-heptamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,10,11,11b,12,13,13b-tetradecahydrocyclopenta[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 + 1.0000 100.00%
Caco-2 - 0.5343 53.43%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5450 54.50%
OATP2B1 inhibitior - 0.7230 72.30%
OATP1B1 inhibitior + 0.8744 87.44%
OATP1B3 inhibitior - 0.2189 21.89%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8874 88.74%
P-glycoprotein inhibitior - 0.6924 69.24%
P-glycoprotein substrate - 0.6776 67.76%
CYP3A4 substrate + 0.6376 63.76%
CYP2C9 substrate - 0.8495 84.95%
CYP2D6 substrate - 0.7671 76.71%
CYP3A4 inhibition - 0.8975 89.75%
CYP2C9 inhibition - 0.8626 86.26%
CYP2C19 inhibition - 0.6669 66.69%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.7665 76.65%
CYP2C8 inhibition - 0.6708 67.08%
CYP inhibitory promiscuity - 0.8683 86.83%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5010 50.10%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8699 86.99%
Skin irritation + 0.6910 69.10%
Skin corrosion - 0.9569 95.69%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3801 38.01%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation + 0.4950 49.50%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.8404 84.04%
Acute Oral Toxicity (c) I 0.5185 51.85%
Estrogen receptor binding + 0.7933 79.33%
Androgen receptor binding + 0.7574 75.74%
Thyroid receptor binding + 0.6895 68.95%
Glucocorticoid receptor binding + 0.7922 79.22%
Aromatase binding + 0.7636 76.36%
PPAR gamma + 0.6643 66.43%
Honey bee toxicity - 0.7681 76.81%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9918 99.18%

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
CHEMBL2581 P07339 Cathepsin D 93.85% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 91.06% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.03% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.47% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.20% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.19% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.88% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.31% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.62% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.92% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 83.13% 90.17%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.75% 93.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.57% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 81.35% 95.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.34% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.30% 85.14%

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.
Phyllanthus sellowianus

Cross-Links

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PubChem 162937456
LOTUS LTS0189370
wikiData Q105378787