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(1R,3aS,5aR,5bR,7aR,9R,11aS,11bR,12R,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-9,12-diol

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 d2af4c3e-b2a2-46e6-8881-f258ebd5bc9f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aS,5aR,5bR,7aR,9R,11aS,11bR,12R,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-9,12-diol
SMILES (Canonical) CC(=C)C1CCC2(C1C3CC(C4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)O)CO
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3C[C@H]([C@@H]4[C@]5(CC[C@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)O)CO
InChI InChI=1S/C30H50O3/c1-18(2)19-8-13-30(17-31)15-14-28(6)20(24(19)30)16-21(32)25-27(5)11-10-23(33)26(3,4)22(27)9-12-29(25,28)7/h19-25,31-33H,1,8-17H2,2-7H3/t19-,20+,21+,22-,23+,24+,25+,27-,28+,29+,30+/m0/s1
InChI Key JHLFBTHILYSMRW-HIZNAZLYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 6.90
Atomic LogP (AlogP) 5.97
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aR,9R,11aS,11bR,12R,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-9,12-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9952 99.52%
Caco-2 - 0.6043 60.43%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5588 55.88%
OATP2B1 inhibitior - 0.5807 58.07%
OATP1B1 inhibitior + 0.8822 88.22%
OATP1B3 inhibitior + 0.9441 94.41%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5926 59.26%
BSEP inhibitior + 0.5826 58.26%
P-glycoprotein inhibitior - 0.8501 85.01%
P-glycoprotein substrate - 0.6318 63.18%
CYP3A4 substrate + 0.6927 69.27%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7222 72.22%
CYP3A4 inhibition - 0.7279 72.79%
CYP2C9 inhibition - 0.8892 88.92%
CYP2C19 inhibition - 0.9263 92.63%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.9350 93.50%
CYP2C8 inhibition + 0.5231 52.31%
CYP inhibitory promiscuity - 0.6786 67.86%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6800 68.00%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9047 90.47%
Skin irritation - 0.5927 59.27%
Skin corrosion - 0.9611 96.11%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3729 37.29%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.7009 70.09%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6792 67.92%
Acute Oral Toxicity (c) III 0.6425 64.25%
Estrogen receptor binding + 0.7679 76.79%
Androgen receptor binding + 0.7518 75.18%
Thyroid receptor binding + 0.5784 57.84%
Glucocorticoid receptor binding + 0.7222 72.22%
Aromatase binding + 0.6881 68.81%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7017 70.17%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9889 98.89%

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
CHEMBL1914 P06276 Butyrylcholinesterase 96.43% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.33% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.30% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.62% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.12% 96.61%
CHEMBL204 P00734 Thrombin 93.05% 96.01%
CHEMBL2996 Q05655 Protein kinase C delta 92.68% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.01% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.28% 97.09%
CHEMBL233 P35372 Mu opioid receptor 89.96% 97.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.90% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 89.12% 83.82%
CHEMBL1871 P10275 Androgen Receptor 87.11% 96.43%
CHEMBL259 P32245 Melanocortin receptor 4 86.08% 95.38%
CHEMBL5331 Q12866 Proto-oncogene tyrosine-protein kinase MER 85.73% 91.67%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.60% 96.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.20% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.85% 94.45%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 84.04% 95.42%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.46% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.97% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.60% 89.05%
CHEMBL206 P03372 Estrogen receptor alpha 80.26% 97.64%
CHEMBL299 P17252 Protein kinase C alpha 80.24% 98.03%
CHEMBL1977 P11473 Vitamin D receptor 80.18% 99.43%

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 11374549
LOTUS LTS0145466
wikiData Q105128045