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(2S,6S)-6-[(1S,3S,5R,7S,10S,14R,17R,18S)-7,17-dihydroxy-6,6,10,14,18-pentamethyl-13-oxo-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadeca-11,15-dien-15-yl]-6-hydroxy-2-methyl-4-oxoheptanoic 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 c58d313e-03c3-4a00-8070-636a223d558b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name (2S,6S)-6-[(1S,3S,5R,7S,10S,14R,17R,18S)-7,17-dihydroxy-6,6,10,14,18-pentamethyl-13-oxo-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadeca-11,15-dien-15-yl]-6-hydroxy-2-methyl-4-oxoheptanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H42O8/c1-15(24(35)36)10-16(31)14-27(5,37)19-12-22(34)29(7)28(19,6)21(33)11-18-26(4)9-8-20(32)25(2,3)17(26)13-23-30(18,29)38-23/h11-12,15,17,20,22-23,32,34,37H,8-10,13-14H2,1-7H3,(H,35,36)/t15-,17-,20-,22+,23-,26-,27-,28-,29+,30+/m0/s1
InChI Key AJWHGXHFEQATTC-SGZQBHBWSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O8
Molecular Weight 530.60 g/mol
Exact Mass 530.28796829 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 2.97
H-Bond Acceptor 7
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 (2S,6S)-6-[(1S,3S,5R,7S,10S,14R,17R,18S)-7,17-dihydroxy-6,6,10,14,18-pentamethyl-13-oxo-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadeca-11,15-dien-15-yl]-6-hydroxy-2-methyl-4-oxoheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9867 98.67%
Caco-2 - 0.6934 69.34%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7495 74.95%
OATP2B1 inhibitior - 0.7165 71.65%
OATP1B1 inhibitior + 0.8573 85.73%
OATP1B3 inhibitior + 0.9028 90.28%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6282 62.82%
BSEP inhibitior + 0.7467 74.67%
P-glycoprotein inhibitior + 0.5973 59.73%
P-glycoprotein substrate + 0.5198 51.98%
CYP3A4 substrate + 0.6984 69.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.6173 61.73%
CYP2C9 inhibition - 0.7214 72.14%
CYP2C19 inhibition - 0.8540 85.40%
CYP2D6 inhibition - 0.9546 95.46%
CYP1A2 inhibition - 0.7565 75.65%
CYP2C8 inhibition + 0.5313 53.13%
CYP inhibitory promiscuity - 0.9043 90.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6070 60.70%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9335 93.35%
Skin irritation + 0.5495 54.95%
Skin corrosion - 0.9248 92.48%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6454 64.54%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6291 62.91%
skin sensitisation - 0.7673 76.73%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7456 74.56%
Acute Oral Toxicity (c) I 0.5767 57.67%
Estrogen receptor binding + 0.6734 67.34%
Androgen receptor binding + 0.7401 74.01%
Thyroid receptor binding + 0.5934 59.34%
Glucocorticoid receptor binding + 0.7642 76.42%
Aromatase binding + 0.7810 78.10%
PPAR gamma + 0.6156 61.56%
Honey bee toxicity - 0.8381 83.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
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
CHEMBL4040 P28482 MAP kinase ERK2 98.91% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.64% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.50% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.24% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.19% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.44% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 90.61% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.56% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.58% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.08% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.99% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.72% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.43% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.31% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.78% 86.33%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 85.60% 87.16%
CHEMBL5028 O14672 ADAM10 83.78% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.95% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.92% 96.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.20% 100.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 81.17% 88.84%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.88% 95.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.80% 97.28%

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 155521540
LOTUS LTS0126559
wikiData Q104913414