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(1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-15-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-4,6-dihydroxy-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic 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 32460fbc-6a51-43c0-9866-87cc2a9ac71a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-15-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-4,6-dihydroxy-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H48O6/c1-18(8-7-12-25(2,3)36-35)19-11-13-27(5)20-9-10-21-28(6,24(33)34)22(31)16-23(32)30(21)17-29(20,30)15-14-26(19,27)4/h7,12,18-23,31-32,35H,8-11,13-17H2,1-6H3,(H,33,34)/b12-7+/t18-,19-,20+,21+,22+,23+,26-,27+,28+,29+,30-/m1/s1
InChI Key JTYXNNOTXILRNY-BHYMEYOBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O6
Molecular Weight 504.70 g/mol
Exact Mass 504.34508925 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.67
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-15-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-4,6-dihydroxy-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9690 96.90%
Caco-2 - 0.7002 70.02%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6388 63.88%
OATP2B1 inhibitior - 0.7193 71.93%
OATP1B1 inhibitior + 0.8436 84.36%
OATP1B3 inhibitior + 0.8582 85.82%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7872 78.72%
P-glycoprotein inhibitior - 0.5403 54.03%
P-glycoprotein substrate - 0.5283 52.83%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8433 84.33%
CYP3A4 inhibition - 0.7272 72.72%
CYP2C9 inhibition - 0.6416 64.16%
CYP2C19 inhibition - 0.7287 72.87%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.7763 77.63%
CYP2C8 inhibition + 0.4751 47.51%
CYP inhibitory promiscuity - 0.8159 81.59%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6771 67.71%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9501 95.01%
Skin irritation - 0.5179 51.79%
Skin corrosion - 0.9035 90.35%
Ames mutagenesis - 0.5845 58.45%
Human Ether-a-go-go-Related Gene inhibition - 0.3751 37.51%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.7779 77.79%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8077 80.77%
Acute Oral Toxicity (c) I 0.4354 43.54%
Estrogen receptor binding + 0.7993 79.93%
Androgen receptor binding + 0.7214 72.14%
Thyroid receptor binding + 0.6447 64.47%
Glucocorticoid receptor binding + 0.7635 76.35%
Aromatase binding + 0.7751 77.51%
PPAR gamma + 0.5629 56.29%
Honey bee toxicity - 0.7352 73.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9953 99.53%

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 97.97% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 96.88% 85.31%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.97% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.51% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.32% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.52% 96.61%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 90.28% 97.47%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.26% 89.34%
CHEMBL4246 P42680 Tyrosine-protein kinase TEC 89.26% 82.05%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.07% 93.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 88.70% 95.69%
CHEMBL340 P08684 Cytochrome P450 3A4 88.41% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.95% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.58% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.28% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.20% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.08% 96.47%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.30% 96.38%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.69% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.69% 95.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.10% 98.75%
CHEMBL240 Q12809 HERG 81.42% 89.76%
CHEMBL5028 O14672 ADAM10 81.11% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.95% 95.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.66% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.59% 93.56%
CHEMBL2581 P07339 Cathepsin D 80.26% 98.95%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.21% 95.71%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 80.09% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.02% 92.62%

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.
Markhamia lutea

Cross-Links

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PubChem 44472304
LOTUS LTS0125080
wikiData Q105135089