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(1R,3aR,5aR,5bR,6S,7aR,8R,11aR,11bR,13aR,13bS)-1-[(2R)-1,2-dihydroxypropan-2-yl]-6-hydroxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-2,3,3a,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-4,9-dione

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 25114868-934f-474e-b63c-eba2592a4dd1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aR,5bR,6S,7aR,8R,11aR,11bR,13aR,13bS)-1-[(2R)-1,2-dihydroxypropan-2-yl]-6-hydroxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-2,3,3a,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-4,9-dione
SMILES (Canonical) CC12CCC(=O)C(C1CC(C3(C2CCC4C3(CC(=O)C5C4C(CC5)C(C)(CO)O)C)C)O)(C)CO
SMILES (Isomeric) C[C@]12CCC(=O)[C@@]([C@@H]1C[C@@H]([C@@]3([C@@H]2CC[C@H]4[C@]3(CC(=O)[C@H]5[C@@H]4[C@@H](CC5)[C@](C)(CO)O)C)C)O)(C)CO
InChI InChI=1S/C29H46O6/c1-25-11-10-22(33)26(2,14-30)21(25)12-23(34)29(5)20(25)9-8-17-24-16(19(32)13-27(17,29)3)6-7-18(24)28(4,35)15-31/h16-18,20-21,23-24,30-31,34-35H,6-15H2,1-5H3/t16-,17+,18+,20+,21+,23-,24-,25+,26-,27+,28-,29-/m0/s1
InChI Key XWYZKKJZCDAJKC-UHEMTBOBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O6
Molecular Weight 490.70 g/mol
Exact Mass 490.32943918 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.13
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aR,5aR,5bR,6S,7aR,8R,11aR,11bR,13aR,13bS)-1-[(2R)-1,2-dihydroxypropan-2-yl]-6-hydroxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-2,3,3a,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-4,9-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9564 95.64%
Caco-2 - 0.6990 69.90%
Blood Brain Barrier + 0.6454 64.54%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7957 79.57%
OATP2B1 inhibitior - 0.7151 71.51%
OATP1B1 inhibitior + 0.8728 87.28%
OATP1B3 inhibitior + 0.9526 95.26%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7922 79.22%
BSEP inhibitior + 0.6418 64.18%
P-glycoprotein inhibitior - 0.6252 62.52%
P-glycoprotein substrate - 0.5299 52.99%
CYP3A4 substrate + 0.6863 68.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8119 81.19%
CYP3A4 inhibition - 0.7628 76.28%
CYP2C9 inhibition - 0.8834 88.34%
CYP2C19 inhibition - 0.8668 86.68%
CYP2D6 inhibition - 0.9683 96.83%
CYP1A2 inhibition - 0.8344 83.44%
CYP2C8 inhibition + 0.4454 44.54%
CYP inhibitory promiscuity - 0.9849 98.49%
UGT catelyzed - 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6983 69.83%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9462 94.62%
Skin irritation - 0.5619 56.19%
Skin corrosion - 0.9586 95.86%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4831 48.31%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6941 69.41%
skin sensitisation - 0.9335 93.35%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8335 83.35%
Acute Oral Toxicity (c) III 0.5858 58.58%
Estrogen receptor binding + 0.7336 73.36%
Androgen receptor binding + 0.7766 77.66%
Thyroid receptor binding + 0.5588 55.88%
Glucocorticoid receptor binding + 0.7761 77.61%
Aromatase binding + 0.7241 72.41%
PPAR gamma + 0.5254 52.54%
Honey bee toxicity - 0.8282 82.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9309 93.09%

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 99.52% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.69% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 94.32% 97.79%
CHEMBL2581 P07339 Cathepsin D 93.98% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.72% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.21% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.15% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.46% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 88.97% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.17% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 86.53% 95.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.23% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.19% 95.89%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.13% 90.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.55% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.98% 82.69%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.69% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 80.52% 98.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.42% 96.77%

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.
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 162903368
LOTUS LTS0189714
wikiData Q105343883