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(2S,6R)-6-hydroxy-2-methyl-4-oxo-6-[(3S,5R,7S,10R,13S,14S,15S,17R)-3,7,15-trihydroxy-4,4,10,13,14-pentamethyl-11-oxo-1,2,3,5,6,7,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid

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 ac3c9580-e944-455c-a624-84ceaf43fa5f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,6R)-6-hydroxy-2-methyl-4-oxo-6-[(3S,5R,7S,10R,13S,14S,15S,17R)-3,7,15-trihydroxy-4,4,10,13,14-pentamethyl-11-oxo-1,2,3,5,6,7,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid
SMILES (Canonical) CC(CC(=O)CC(C)(C1CC(C2(C1(CC(=O)C3=C2C(CC4C3(CCC(C4(C)C)O)C)O)C)C)O)O)C(=O)O
SMILES (Isomeric) C[C@@H](CC(=O)C[C@](C)([C@@H]1C[C@@H]([C@]2([C@]1(CC(=O)C3=C2[C@H](C[C@@H]4[C@]3(CC[C@@H](C4(C)C)O)C)O)C)C)O)O)C(=O)O
InChI InChI=1S/C30H46O8/c1-15(25(36)37)10-16(31)13-29(6,38)20-12-22(35)30(7)24-17(32)11-19-26(2,3)21(34)8-9-27(19,4)23(24)18(33)14-28(20,30)5/h15,17,19-22,32,34-35,38H,8-14H2,1-7H3,(H,36,37)/t15-,17-,19-,20+,21-,22-,27+,28-,29+,30+/m0/s1
InChI Key RZBILUATLYXZLI-CMYAPOKPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O8
Molecular Weight 534.70 g/mol
Exact Mass 534.31926842 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 3.04
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,6R)-6-hydroxy-2-methyl-4-oxo-6-[(3S,5R,7S,10R,13S,14S,15S,17R)-3,7,15-trihydroxy-4,4,10,13,14-pentamethyl-11-oxo-1,2,3,5,6,7,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 - 0.6902 69.02%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8564 85.64%
OATP2B1 inhibitior - 0.5672 56.72%
OATP1B1 inhibitior + 0.8820 88.20%
OATP1B3 inhibitior - 0.3456 34.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6282 62.82%
BSEP inhibitior - 0.4835 48.35%
P-glycoprotein inhibitior - 0.5070 50.70%
P-glycoprotein substrate - 0.5343 53.43%
CYP3A4 substrate + 0.6660 66.60%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9116 91.16%
CYP3A4 inhibition - 0.8299 82.99%
CYP2C9 inhibition - 0.9157 91.57%
CYP2C19 inhibition - 0.9370 93.70%
CYP2D6 inhibition - 0.9702 97.02%
CYP1A2 inhibition - 0.9332 93.32%
CYP2C8 inhibition + 0.4838 48.38%
CYP inhibitory promiscuity - 0.9125 91.25%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6523 65.23%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9218 92.18%
Skin irritation + 0.7213 72.13%
Skin corrosion - 0.9460 94.60%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5065 50.65%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6017 60.17%
skin sensitisation - 0.7284 72.84%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7901 79.01%
Acute Oral Toxicity (c) I 0.8549 85.49%
Estrogen receptor binding + 0.6481 64.81%
Androgen receptor binding + 0.6713 67.13%
Thyroid receptor binding + 0.5988 59.88%
Glucocorticoid receptor binding + 0.7325 73.25%
Aromatase binding + 0.7257 72.57%
PPAR gamma + 0.5966 59.66%
Honey bee toxicity - 0.7637 76.37%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9975 99.75%

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
CHEMBL2581 P07339 Cathepsin D 96.06% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.05% 97.25%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 96.01% 88.84%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.99% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.22% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.18% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.86% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 87.61% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.60% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.40% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 86.69% 98.10%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.19% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.81% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.70% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.59% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.51% 85.31%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.49% 93.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.37% 95.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.24% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.01% 96.38%
CHEMBL1937 Q92769 Histone deacetylase 2 80.73% 94.75%

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.
There are no matching plants.

Cross-Links

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PubChem 162999372
LOTUS LTS0133526
wikiData Q105248304