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(2S,6S)-6-hydroxy-2-methyl-4-oxo-6-[(1S,3S,5R,7R,8R,10S,14R,17R,18S)-7,8,17-trihydroxy-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]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 00b5e1b6-3d69-448d-9ec6-20dfbf5ec4b0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name (2S,6S)-6-hydroxy-2-methyl-4-oxo-6-[(1S,3S,5R,7R,8R,10S,14R,17R,18S)-7,8,17-trihydroxy-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]heptanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H42O9/c1-14(24(36)37)8-15(31)12-27(5,38)19-10-21(34)29(7)28(19,6)20(33)9-18-26(4)13-16(32)23(35)25(2,3)17(26)11-22-30(18,29)39-22/h9-10,14,16-17,21-23,32,34-35,38H,8,11-13H2,1-7H3,(H,36,37)/t14-,16+,17-,21+,22-,23-,26-,27-,28-,29+,30+/m0/s1
InChI Key DRCONWGQHWLZJX-VFCZRXNFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O9
Molecular Weight 546.60 g/mol
Exact Mass 546.28288291 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 8
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,6S)-6-hydroxy-2-methyl-4-oxo-6-[(1S,3S,5R,7R,8R,10S,14R,17R,18S)-7,8,17-trihydroxy-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]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 + 0.9778 97.78%
Caco-2 - 0.7316 73.16%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6581 65.81%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.8557 85.57%
OATP1B3 inhibitior + 0.9222 92.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6156 61.56%
P-glycoprotein inhibitior + 0.5977 59.77%
P-glycoprotein substrate + 0.6228 62.28%
CYP3A4 substrate + 0.6860 68.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.5098 50.98%
CYP2C9 inhibition - 0.7295 72.95%
CYP2C19 inhibition - 0.7652 76.52%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.8131 81.31%
CYP2C8 inhibition + 0.5195 51.95%
CYP inhibitory promiscuity - 0.9137 91.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5244 52.44%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9297 92.97%
Skin irritation - 0.5301 53.01%
Skin corrosion - 0.9141 91.41%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4527 45.27%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6574 65.74%
skin sensitisation - 0.7662 76.62%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6316 63.16%
Acute Oral Toxicity (c) I 0.3988 39.88%
Estrogen receptor binding + 0.6905 69.05%
Androgen receptor binding + 0.7434 74.34%
Thyroid receptor binding + 0.5819 58.19%
Glucocorticoid receptor binding + 0.7516 75.16%
Aromatase binding + 0.7778 77.78%
PPAR gamma + 0.6423 64.23%
Honey bee toxicity - 0.8121 81.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9932 99.32%

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 99.81% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.58% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.35% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.25% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.86% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.49% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 90.51% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.99% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.60% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.93% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.49% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.98% 97.09%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 83.58% 87.16%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.43% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.96% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.43% 97.28%
CHEMBL5028 O14672 ADAM10 80.26% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.17% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.11% 97.14%

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 162969449
LOTUS LTS0092416
wikiData Q104987331