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(3R,5R,8R,9R,10S,11S,12S,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,11,12-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 5ed4e4d9-4431-4059-9c66-f434dc505d2c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,5R,8R,9R,10S,11S,12S,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,11,12-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(C(C3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)O)C)O)C
SMILES (Isomeric) CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H]([C@H]([C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)O)C)C)O)O)C)O)C
InChI InChI=1S/C30H52O4/c1-18(2)10-9-14-30(8,34)19-11-16-28(6)22(19)23(32)24(33)25-27(5)15-13-21(31)26(3,4)20(27)12-17-29(25,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20-,21+,22-,23-,24+,25+,27-,28+,29+,30-/m0/s1
InChI Key JKWYDLXVDVIKTQ-FAZPNPFYSA-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) 80.90 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5R,8R,9R,10S,11S,12S,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,11,12-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9895 98.95%
Caco-2 - 0.6459 64.59%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6818 68.18%
OATP2B1 inhibitior - 0.5782 57.82%
OATP1B1 inhibitior + 0.8708 87.08%
OATP1B3 inhibitior + 0.9470 94.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6922 69.22%
P-glycoprotein inhibitior - 0.5450 54.50%
P-glycoprotein substrate - 0.8517 85.17%
CYP3A4 substrate + 0.6584 65.84%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.7953 79.53%
CYP2C9 inhibition - 0.8871 88.71%
CYP2C19 inhibition - 0.8292 82.92%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.9233 92.33%
CYP2C8 inhibition - 0.5727 57.27%
CYP inhibitory promiscuity - 0.8341 83.41%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7074 70.74%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9299 92.99%
Skin irritation + 0.5957 59.57%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7269 72.69%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6397 63.97%
skin sensitisation - 0.6335 63.35%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7784 77.84%
Acute Oral Toxicity (c) III 0.4737 47.37%
Estrogen receptor binding + 0.6979 69.79%
Androgen receptor binding + 0.6983 69.83%
Thyroid receptor binding + 0.6102 61.02%
Glucocorticoid receptor binding + 0.6749 67.49%
Aromatase binding + 0.7695 76.95%
PPAR gamma + 0.6248 62.48%
Honey bee toxicity - 0.7272 72.72%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9900 99.00%

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 97.68% 97.25%
CHEMBL1914 P06276 Butyrylcholinesterase 94.77% 95.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.17% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.38% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 88.24% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.80% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.70% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.29% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.69% 97.09%
CHEMBL2581 P07339 Cathepsin D 85.73% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.67% 89.34%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.89% 91.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.25% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.15% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 81.09% 99.43%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.04% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.75% 89.05%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.08% 90.24%

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.
Proboscidea louisianica

Cross-Links

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PubChem 101514223
LOTUS LTS0123640
wikiData Q105382988