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(3S,5R,6S,8R,9R,10R,13R,14R,16R,17R)-17-[(Z,2S)-2,7-dihydroxy-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-3,6,16-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 48c512bf-b264-4140-bf0d-e27246aebefb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5R,6S,8R,9R,10R,13R,14R,16R,17R)-17-[(Z,2S)-2,7-dihydroxy-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-3,6,16-triol
SMILES (Canonical) CC(=CCCC(C)(C1C2CCC3C4(CCC(C(C4C(CC3(C2(CC1O)C)C)O)(C)C)O)C)O)CO
SMILES (Isomeric) C/C(=C/CC[C@@](C)([C@@H]1[C@H]2CC[C@@H]3[C@]4(CC[C@@H](C([C@@H]4[C@H](C[C@]3([C@@]2(C[C@H]1O)C)C)O)(C)C)O)C)O)/CO
InChI InChI=1S/C30H52O5/c1-18(17-31)9-8-13-30(7,35)24-19-10-11-22-27(4)14-12-23(34)26(2,3)25(27)21(33)16-29(22,6)28(19,5)15-20(24)32/h9,19-25,31-35H,8,10-17H2,1-7H3/b18-9-/t19-,20-,21+,22-,23+,24-,25+,27-,28-,29-,30+/m1/s1
InChI Key LCDLXSRJFJBHFD-XOTKZKJKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O5
Molecular Weight 492.70 g/mol
Exact Mass 492.38147475 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.44
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5R,6S,8R,9R,10R,13R,14R,16R,17R)-17-[(Z,2S)-2,7-dihydroxy-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-3,6,16-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9864 98.64%
Caco-2 - 0.6779 67.79%
Blood Brain Barrier + 0.7135 71.35%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5280 52.80%
OATP2B1 inhibitior - 0.5693 56.93%
OATP1B1 inhibitior + 0.9052 90.52%
OATP1B3 inhibitior + 0.9008 90.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6309 63.09%
BSEP inhibitior + 0.6633 66.33%
P-glycoprotein inhibitior - 0.5266 52.66%
P-glycoprotein substrate - 0.5711 57.11%
CYP3A4 substrate + 0.7142 71.42%
CYP2C9 substrate - 0.7574 75.74%
CYP2D6 substrate - 0.7625 76.25%
CYP3A4 inhibition - 0.8607 86.07%
CYP2C9 inhibition - 0.8473 84.73%
CYP2C19 inhibition - 0.9149 91.49%
CYP2D6 inhibition - 0.9400 94.00%
CYP1A2 inhibition - 0.9120 91.20%
CYP2C8 inhibition + 0.4440 44.40%
CYP inhibitory promiscuity - 0.7508 75.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6998 69.98%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9358 93.58%
Skin irritation - 0.5459 54.59%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7090 70.90%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.7141 71.41%
skin sensitisation - 0.8190 81.90%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8717 87.17%
Acute Oral Toxicity (c) I 0.4362 43.62%
Estrogen receptor binding + 0.7342 73.42%
Androgen receptor binding + 0.7150 71.50%
Thyroid receptor binding + 0.6147 61.47%
Glucocorticoid receptor binding + 0.7260 72.60%
Aromatase binding + 0.7619 76.19%
PPAR gamma + 0.6368 63.68%
Honey bee toxicity - 0.6509 65.09%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9735 97.35%

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 96.86% 96.61%
CHEMBL325 Q13547 Histone deacetylase 1 96.73% 95.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.75% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.00% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.02% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 90.80% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 89.44% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.24% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.12% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.13% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.12% 94.45%
CHEMBL236 P41143 Delta opioid receptor 86.66% 99.35%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.76% 95.50%
CHEMBL2581 P07339 Cathepsin D 84.61% 98.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.40% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.21% 85.31%
CHEMBL237 P41145 Kappa opioid receptor 84.10% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.94% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.39% 90.08%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.02% 92.86%
CHEMBL2996 Q05655 Protein kinase C delta 82.25% 97.79%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.54% 93.00%
CHEMBL1977 P11473 Vitamin D receptor 81.21% 99.43%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.15% 97.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.62% 91.03%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.56% 96.38%
CHEMBL206 P03372 Estrogen receptor alpha 80.49% 97.64%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.12% 96.03%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.04% 95.58%

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.
Corchorus trilocularis

Cross-Links

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PubChem 101248984
LOTUS LTS0219311
wikiData Q105149779