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

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 75df6084-d634-498c-a61a-d3a82581a43a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 18-hydroxysteroids
IUPAC Name 1-[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS,13bS)-9-hydroxy-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]ethanone
SMILES (Canonical) CC(=O)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)CO
SMILES (Isomeric) CC(=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)CO
InChI InChI=1S/C29H48O3/c1-18(31)19-9-14-29(17-30)16-15-27(5)20(24(19)29)7-8-22-26(4)12-11-23(32)25(2,3)21(26)10-13-28(22,27)6/h19-24,30,32H,7-17H2,1-6H3/t19-,20-,21-,22+,23-,24+,26-,27+,28+,29+/m0/s1
InChI Key BSALBDFYJLSIOZ-WSDJFHKWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H48O3
Molecular Weight 444.70 g/mol
Exact Mass 444.36034539 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.01
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9965 99.65%
Caco-2 - 0.5570 55.70%
Blood Brain Barrier + 0.6385 63.85%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7971 79.71%
OATP2B1 inhibitior - 0.5852 58.52%
OATP1B1 inhibitior + 0.9348 93.48%
OATP1B3 inhibitior + 0.9499 94.99%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5602 56.02%
BSEP inhibitior + 0.7410 74.10%
P-glycoprotein inhibitior - 0.8716 87.16%
P-glycoprotein substrate - 0.8183 81.83%
CYP3A4 substrate + 0.7117 71.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7698 76.98%
CYP3A4 inhibition - 0.8144 81.44%
CYP2C9 inhibition - 0.7065 70.65%
CYP2C19 inhibition - 0.9434 94.34%
CYP2D6 inhibition - 0.9652 96.52%
CYP1A2 inhibition - 0.7907 79.07%
CYP2C8 inhibition - 0.5710 57.10%
CYP inhibitory promiscuity - 0.8856 88.56%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7138 71.38%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9250 92.50%
Skin irritation - 0.6023 60.23%
Skin corrosion - 0.9705 97.05%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5628 56.28%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.7922 79.22%
skin sensitisation - 0.7795 77.95%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6338 63.38%
Acute Oral Toxicity (c) III 0.7354 73.54%
Estrogen receptor binding + 0.8351 83.51%
Androgen receptor binding + 0.7710 77.10%
Thyroid receptor binding + 0.5759 57.59%
Glucocorticoid receptor binding + 0.7811 78.11%
Aromatase binding + 0.6902 69.02%
PPAR gamma - 0.4942 49.42%
Honey bee toxicity - 0.7131 71.31%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9489 94.89%

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
CHEMBL204 P00734 Thrombin 96.40% 96.01%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.04% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.01% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.80% 96.61%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.24% 96.95%
CHEMBL2581 P07339 Cathepsin D 86.16% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 85.60% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.53% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.71% 96.38%
CHEMBL1937 Q92769 Histone deacetylase 2 84.68% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.44% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.79% 91.11%
CHEMBL233 P35372 Mu opioid receptor 83.18% 97.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.14% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.05% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.73% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.24% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.60% 97.25%
CHEMBL5028 O14672 ADAM10 80.02% 97.50%

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 44559219
LOTUS LTS0205640
wikiData Q104945120