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(2S,6S)-6-[(1S,3S,5R,7S,10R,14R,17R,18S)-7,17-dihydroxy-10-(hydroxymethyl)-6,6,14,18-tetramethyl-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 48508b2e-3189-4a2b-8ba5-e134df577737
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name (2S,6S)-6-[(1S,3S,5R,7S,10R,14R,17R,18S)-7,17-dihydroxy-10-(hydroxymethyl)-6,6,14,18-tetramethyl-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/C30H42O9/c1-15(24(36)37)9-16(32)13-26(4,38)18-10-22(35)28(6)27(18,5)21(34)11-19-29(14-31)8-7-20(33)25(2,3)17(29)12-23-30(19,28)39-23/h10-11,15,17,20,22-23,31,33,35,38H,7-9,12-14H2,1-6H3,(H,36,37)/t15-,17-,20-,22+,23-,26-,27-,28+,29+,30+/m0/s1
InChI Key XXKAPAYWTQDHCB-PHOZQINFSA-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 -0.70
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 7

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,10R,14R,17R,18S)-7,17-dihydroxy-10-(hydroxymethyl)-6,6,14,18-tetramethyl-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 + 0.9841 98.41%
Caco-2 - 0.7217 72.17%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8020 80.20%
OATP2B1 inhibitior - 0.5746 57.46%
OATP1B1 inhibitior + 0.8390 83.90%
OATP1B3 inhibitior + 0.9281 92.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5469 54.69%
BSEP inhibitior + 0.7973 79.73%
P-glycoprotein inhibitior + 0.5826 58.26%
P-glycoprotein substrate + 0.5468 54.68%
CYP3A4 substrate + 0.7073 70.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8869 88.69%
CYP3A4 inhibition - 0.6400 64.00%
CYP2C9 inhibition - 0.6733 67.33%
CYP2C19 inhibition - 0.9000 90.00%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.7984 79.84%
CYP2C8 inhibition + 0.6207 62.07%
CYP inhibitory promiscuity - 0.9050 90.50%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5736 57.36%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9358 93.58%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.6240 62.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6798 67.98%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6592 65.92%
skin sensitisation - 0.8540 85.40%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7046 70.46%
Acute Oral Toxicity (c) III 0.4930 49.30%
Estrogen receptor binding + 0.6907 69.07%
Androgen receptor binding + 0.7452 74.52%
Thyroid receptor binding + 0.5492 54.92%
Glucocorticoid receptor binding + 0.7742 77.42%
Aromatase binding + 0.7840 78.40%
PPAR gamma + 0.6158 61.58%
Honey bee toxicity - 0.8221 82.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9901 99.01%

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 99.78% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.28% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.12% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.53% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.18% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.20% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 92.30% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.82% 94.45%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 90.17% 87.16%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.94% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.82% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.59% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.21% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.11% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.72% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.18% 96.38%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.79% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.81% 99.23%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.53% 94.23%
CHEMBL5028 O14672 ADAM10 82.38% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.18% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.74% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.70% 91.19%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.73% 96.61%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163051880
LOTUS LTS0188217
wikiData Q105344047