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(3R,5R,8R,9R,10R,13S,14R,17R)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-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 a694b9ae-a0f8-456e-a6c1-8f2bafd43a6a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,5R,8R,9R,10R,13S,14R,17R)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1O)C)CCC4C3(CCC4(C5(CCC(O5)C(C)(C)O)C)O)C)C)C
SMILES (Isomeric) C[C@]12CC[C@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@]4([C@@]5(CC[C@@H](O5)C(C)(C)O)C)O)C)C)(C)C)O
InChI InChI=1S/C30H52O4/c1-24(2)19-11-15-27(6)20(26(19,5)14-12-22(24)31)9-10-21-28(27,7)17-18-30(21,33)29(8)16-13-23(34-29)25(3,4)32/h19-23,31-33H,9-18H2,1-8H3/t19-,20+,21-,22+,23+,26-,27+,28+,29-,30+/m0/s1
InChI Key UTJGQZHPXQZMFT-GBNJKKLKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O4
Molecular Weight 476.70 g/mol
Exact Mass 476.38656014 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.86
H-Bond Acceptor 4
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 (3R,5R,8R,9R,10R,13S,14R,17R)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9891 98.91%
Caco-2 - 0.6074 60.74%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7007 70.07%
OATP2B1 inhibitior - 0.5778 57.78%
OATP1B1 inhibitior + 0.9282 92.82%
OATP1B3 inhibitior + 0.9210 92.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior - 0.7094 70.94%
P-glycoprotein inhibitior - 0.6797 67.97%
P-glycoprotein substrate - 0.8304 83.04%
CYP3A4 substrate + 0.6738 67.38%
CYP2C9 substrate - 0.6036 60.36%
CYP2D6 substrate - 0.7058 70.58%
CYP3A4 inhibition - 0.7241 72.41%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.8136 81.36%
CYP2D6 inhibition - 0.9530 95.30%
CYP1A2 inhibition - 0.7696 76.96%
CYP2C8 inhibition - 0.5600 56.00%
CYP inhibitory promiscuity - 0.8721 87.21%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5771 57.71%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9101 91.01%
Skin irritation - 0.5646 56.46%
Skin corrosion - 0.9145 91.45%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6486 64.86%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7301 73.01%
skin sensitisation - 0.8185 81.85%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7661 76.61%
Acute Oral Toxicity (c) III 0.5401 54.01%
Estrogen receptor binding + 0.7288 72.88%
Androgen receptor binding + 0.6728 67.28%
Thyroid receptor binding + 0.6477 64.77%
Glucocorticoid receptor binding + 0.7472 74.72%
Aromatase binding + 0.7369 73.69%
PPAR gamma + 0.5436 54.36%
Honey bee toxicity - 0.7508 75.08%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9491 94.91%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.83% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.61% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.04% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.00% 91.11%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 90.22% 95.42%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 88.55% 87.16%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.51% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.40% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.20% 94.45%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.96% 89.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.25% 96.09%
CHEMBL259 P32245 Melanocortin receptor 4 85.11% 95.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.28% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.36% 91.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.99% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.56% 92.94%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.85% 92.88%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.81% 95.58%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.89% 97.31%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 80.13% 88.81%

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

Cross-Links

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PubChem 14083390
LOTUS LTS0188785
wikiData Q105278835