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[(2R,4S,5R,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R,6R)-3-acetyloxy-7-hydroxy-6-methyl-5-methylidene-4-oxoheptan-2-yl]-5-hydroxy-7,12,16-trimethyl-6-oxo-14-pentacyclo[9.7.0.02,4.02,8.012,16]octadec-1(18)-enyl] acetate

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 d274209a-e2f1-4ff7-b44b-6268c2bfdb8e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
IUPAC Name [(2R,4S,5R,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R,6R)-3-acetyloxy-7-hydroxy-6-methyl-5-methylidene-4-oxoheptan-2-yl]-5-hydroxy-7,12,16-trimethyl-6-oxo-14-pentacyclo[9.7.0.02,4.02,8.012,16]octadec-1(18)-enyl] acetate
SMILES (Canonical) CC1C2CCC3C(=CCC4(C3(CC(C4C(C)C(C(=O)C(=C)C(C)CO)OC(=O)C)OC(=O)C)C)C)C25CC5C(C1=O)O
SMILES (Isomeric) C[C@H]1[C@@H]2CC[C@@H]3C(=CC[C@]4([C@]3(C[C@@H]([C@@H]4[C@H](C)[C@H](C(=O)C(=C)[C@@H](C)CO)OC(=O)C)OC(=O)C)C)C)[C@]25C[C@@H]5[C@H](C1=O)O
InChI InChI=1S/C34H48O8/c1-16(15-35)17(2)29(39)31(42-21(6)37)19(4)27-26(41-20(5)36)14-33(8)23-10-9-22-18(3)28(38)30(40)25-13-34(22,25)24(23)11-12-32(27,33)7/h11,16,18-19,22-23,25-27,30-31,35,40H,2,9-10,12-15H2,1,3-8H3/t16-,18-,19-,22-,23+,25+,26-,27-,30+,31+,32+,33-,34-/m0/s1
InChI Key NMKFVJYUYKWBIK-FZZFIXDZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H48O8
Molecular Weight 584.70 g/mol
Exact Mass 584.33491849 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,4S,5R,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R,6R)-3-acetyloxy-7-hydroxy-6-methyl-5-methylidene-4-oxoheptan-2-yl]-5-hydroxy-7,12,16-trimethyl-6-oxo-14-pentacyclo[9.7.0.02,4.02,8.012,16]octadec-1(18)-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 - 0.7802 78.02%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8607 86.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8641 86.41%
OATP1B3 inhibitior + 0.8684 86.84%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5787 57.87%
BSEP inhibitior + 0.8420 84.20%
P-glycoprotein inhibitior + 0.7820 78.20%
P-glycoprotein substrate + 0.5853 58.53%
CYP3A4 substrate + 0.7064 70.64%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8785 87.85%
CYP3A4 inhibition - 0.6969 69.69%
CYP2C9 inhibition - 0.7196 71.96%
CYP2C19 inhibition - 0.8965 89.65%
CYP2D6 inhibition - 0.9351 93.51%
CYP1A2 inhibition - 0.8369 83.69%
CYP2C8 inhibition + 0.6529 65.29%
CYP inhibitory promiscuity - 0.8246 82.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7126 71.26%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9210 92.10%
Skin irritation + 0.5470 54.70%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4692 46.92%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5333 53.33%
skin sensitisation - 0.9165 91.65%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7591 75.91%
Acute Oral Toxicity (c) III 0.6532 65.32%
Estrogen receptor binding + 0.7496 74.96%
Androgen receptor binding + 0.7608 76.08%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8204 82.04%
Aromatase binding + 0.7334 73.34%
PPAR gamma + 0.6647 66.47%
Honey bee toxicity - 0.6943 69.43%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.49% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.74% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 97.68% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.63% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.37% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.00% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.32% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.21% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.43% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.61% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 87.11% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.93% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.20% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.48% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.74% 97.33%
CHEMBL1951 P21397 Monoamine oxidase A 84.60% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.82% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.50% 85.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.89% 91.03%
CHEMBL340 P08684 Cytochrome P450 3A4 81.55% 91.19%

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.
Neoboutonia melleri

Cross-Links

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PubChem 57332909
LOTUS LTS0116313
wikiData Q105181822