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(1R,3S,3aR,5aS,5bS,6S,9S,13aR,13bR)-3a-(hydroxymethyl)-5a,8,8,13a-tetramethyl-3-propan-2-yl-2,3,4,5,5b,6,7,9,10,11,13,13b-dodecahydro-1H-cyclopenta[a]chrysene-1,6,9-triol

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 80b2bb1c-c487-456d-9b89-c3a0cbe5efac
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
IUPAC Name (1R,3S,3aR,5aS,5bS,6S,9S,13aR,13bR)-3a-(hydroxymethyl)-5a,8,8,13a-tetramethyl-3-propan-2-yl-2,3,4,5,5b,6,7,9,10,11,13,13b-dodecahydro-1H-cyclopenta[a]chrysene-1,6,9-triol
SMILES (Canonical) CC(C)C1CC(C2C1(CCC3(C2(CC=C4C3C(CC5=C4CCC(C5(C)C)O)O)C)C)CO)O
SMILES (Isomeric) CC(C)[C@@H]1C[C@H]([C@H]2[C@]1(CC[C@@]3([C@@]2(CC=C4[C@H]3[C@H](CC5=C4CC[C@@H](C5(C)C)O)O)C)C)CO)O
InChI InChI=1S/C29H46O4/c1-16(2)19-13-22(32)25-28(6)10-9-18-17-7-8-23(33)26(3,4)20(17)14-21(31)24(18)27(28,5)11-12-29(19,25)15-30/h9,16,19,21-25,30-33H,7-8,10-15H2,1-6H3/t19-,21-,22+,23-,24-,25+,27-,28+,29+/m0/s1
InChI Key XHVQNPUWDKXKRO-VCOJJVJASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H46O4
Molecular Weight 458.70 g/mol
Exact Mass 458.33960994 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.61
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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BDBM50389206

2D Structure

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2D Structure of (1R,3S,3aR,5aS,5bS,6S,9S,13aR,13bR)-3a-(hydroxymethyl)-5a,8,8,13a-tetramethyl-3-propan-2-yl-2,3,4,5,5b,6,7,9,10,11,13,13b-dodecahydro-1H-cyclopenta[a]chrysene-1,6,9-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 - 0.5527 55.27%
Blood Brain Barrier + 0.5635 56.35%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7022 70.22%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8727 87.27%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5263 52.63%
BSEP inhibitior + 0.5852 58.52%
P-glycoprotein inhibitior - 0.7589 75.89%
P-glycoprotein substrate + 0.5692 56.92%
CYP3A4 substrate + 0.6539 65.39%
CYP2C9 substrate - 0.8350 83.50%
CYP2D6 substrate - 0.7620 76.20%
CYP3A4 inhibition - 0.7982 79.82%
CYP2C9 inhibition - 0.9156 91.56%
CYP2C19 inhibition - 0.9505 95.05%
CYP2D6 inhibition - 0.9362 93.62%
CYP1A2 inhibition - 0.9400 94.00%
CYP2C8 inhibition + 0.5479 54.79%
CYP inhibitory promiscuity - 0.7342 73.42%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7040 70.40%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9395 93.95%
Skin irritation - 0.5167 51.67%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.6623 66.23%
Human Ether-a-go-go-Related Gene inhibition - 0.3891 38.91%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.7893 78.93%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8194 81.94%
Acute Oral Toxicity (c) III 0.7617 76.17%
Estrogen receptor binding + 0.7689 76.89%
Androgen receptor binding + 0.7418 74.18%
Thyroid receptor binding + 0.6678 66.78%
Glucocorticoid receptor binding + 0.7961 79.61%
Aromatase binding + 0.6204 62.04%
PPAR gamma + 0.5407 54.07%
Honey bee toxicity - 0.7839 78.39%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9830 98.30%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.16% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.97% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.89% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.25% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.51% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 92.16% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.13% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.75% 100.00%
CHEMBL1914 P06276 Butyrylcholinesterase 90.03% 95.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.45% 94.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.86% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.08% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.70% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.84% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.19% 90.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.31% 89.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.28% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.28% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 80.87% 95.93%

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.
Bambusa emeiensis

Cross-Links

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PubChem 60155758
LOTUS LTS0232403
wikiData Q105328316