(1R,3S,3aR,5aS,5bS,6S,8R,9S,13aR,13bR)-3a,8-bis(hydroxymethyl)-5a,8,13a-trimethyl-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

Details

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Internal ID 64f748e7-0f5b-4133-9c97-bd384b9d554e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
IUPAC Name (1R,3S,3aR,5aS,5bS,6S,8R,9S,13aR,13bR)-3a,8-bis(hydroxymethyl)-5a,8,13a-trimethyl-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)CO)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]([C@@]5(C)CO)O)O)C)C)CO)O
InChI InChI=1S/C29H46O5/c1-16(2)19-12-22(33)25-28(5)9-8-18-17-6-7-23(34)26(3,14-30)20(17)13-21(32)24(18)27(28,4)10-11-29(19,25)15-31/h8,16,19,21-25,30-34H,6-7,9-15H2,1-5H3/t19-,21-,22+,23-,24-,25+,26-,27-,28+,29+/m0/s1
InChI Key NOVAZXBJXPYDOZ-LXMMOFSFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H46O5
Molecular Weight 474.70 g/mol
Exact Mass 474.33452456 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.59
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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BDBM50389209

2D Structure

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2D Structure of (1R,3S,3aR,5aS,5bS,6S,8R,9S,13aR,13bR)-3a,8-bis(hydroxymethyl)-5a,8,13a-trimethyl-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 + 0.9827 98.27%
Caco-2 - 0.6221 62.21%
Blood Brain Barrier + 0.7385 73.85%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5798 57.98%
OATP2B1 inhibitior - 0.7177 71.77%
OATP1B1 inhibitior + 0.8777 87.77%
OATP1B3 inhibitior + 0.8874 88.74%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6079 60.79%
BSEP inhibitior + 0.6716 67.16%
P-glycoprotein inhibitior - 0.7129 71.29%
P-glycoprotein substrate + 0.5792 57.92%
CYP3A4 substrate + 0.6576 65.76%
CYP2C9 substrate - 0.8350 83.50%
CYP2D6 substrate - 0.7620 76.20%
CYP3A4 inhibition - 0.9323 93.23%
CYP2C9 inhibition - 0.8956 89.56%
CYP2C19 inhibition - 0.9035 90.35%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.9289 92.89%
CYP2C8 inhibition + 0.5417 54.17%
CYP inhibitory promiscuity - 0.8342 83.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6804 68.04%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9393 93.93%
Skin irritation - 0.5885 58.85%
Skin corrosion - 0.9559 95.59%
Ames mutagenesis - 0.6977 69.77%
Human Ether-a-go-go-Related Gene inhibition + 0.6985 69.85%
Micronuclear - 0.9400 94.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8406 84.06%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8070 80.70%
Acute Oral Toxicity (c) III 0.6255 62.55%
Estrogen receptor binding + 0.7531 75.31%
Androgen receptor binding + 0.7422 74.22%
Thyroid receptor binding + 0.6358 63.58%
Glucocorticoid receptor binding + 0.7534 75.34%
Aromatase binding + 0.6068 60.68%
PPAR gamma + 0.5504 55.04%
Honey bee toxicity - 0.7997 79.97%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9691 96.91%

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 97.21% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.40% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.75% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 93.48% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.94% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.81% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.75% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.50% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 88.84% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.22% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.47% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.96% 92.88%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.84% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.31% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.11% 95.89%

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 60155761
LOTUS LTS0023747
wikiData Q105182821