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methyl (1S,2R,5R,10S,11R,14S,15S,21S,23R)-10,23-dihydroxy-21-[(1R)-1-hydroxyethyl]-2,5,8,14-tetramethyl-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricosa-8,16-diene-11-carboxylate

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 cacb5d5a-4dfc-4449-8424-5baaee32e405
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
IUPAC Name methyl (1S,2R,5R,10S,11R,14S,15S,21S,23R)-10,23-dihydroxy-21-[(1R)-1-hydroxyethyl]-2,5,8,14-tetramethyl-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricosa-8,16-diene-11-carboxylate
SMILES (Canonical) CC1=CC2(C(CC1)(CCC3(C2(CCC4(C3C(CC5(C4C=CC(=O)OC5)C(C)O)O)C)C(=O)OC)C)C)O
SMILES (Isomeric) CC1=C[C@@]2([C@](CC1)(CC[C@]3([C@@]2(CC[C@@]4([C@@H]3[C@@H](C[C@@]5([C@H]4C=CC(=O)OC5)[C@@H](C)O)O)C)C(=O)OC)C)C)O
InChI InChI=1S/C30H44O7/c1-18-9-10-25(3)11-13-27(5)23-20(32)16-28(19(2)31)17-37-22(33)8-7-21(28)26(23,4)12-14-29(27,24(34)36-6)30(25,35)15-18/h7-8,15,19-21,23,31-32,35H,9-14,16-17H2,1-6H3/t19-,20-,21+,23+,25-,26+,27-,28+,29-,30+/m1/s1
InChI Key KBMOWKVFQHQUFB-FLNBIISDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O7
Molecular Weight 516.70 g/mol
Exact Mass 516.30870374 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.70
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2R,5R,10S,11R,14S,15S,21S,23R)-10,23-dihydroxy-21-[(1R)-1-hydroxyethyl]-2,5,8,14-tetramethyl-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricosa-8,16-diene-11-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9789 97.89%
Caco-2 - 0.6269 62.69%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7967 79.67%
OATP2B1 inhibitior - 0.8631 86.31%
OATP1B1 inhibitior + 0.8356 83.56%
OATP1B3 inhibitior + 0.9295 92.95%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7178 71.78%
BSEP inhibitior + 0.9706 97.06%
P-glycoprotein inhibitior + 0.6602 66.02%
P-glycoprotein substrate + 0.6067 60.67%
CYP3A4 substrate + 0.7070 70.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9118 91.18%
CYP3A4 inhibition - 0.6768 67.68%
CYP2C9 inhibition - 0.7941 79.41%
CYP2C19 inhibition - 0.8712 87.12%
CYP2D6 inhibition - 0.9556 95.56%
CYP1A2 inhibition - 0.6119 61.19%
CYP2C8 inhibition + 0.4624 46.24%
CYP inhibitory promiscuity - 0.9602 96.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6333 63.33%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9383 93.83%
Skin irritation - 0.5925 59.25%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7306 73.06%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8645 86.45%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6992 69.92%
Acute Oral Toxicity (c) III 0.3006 30.06%
Estrogen receptor binding + 0.6945 69.45%
Androgen receptor binding + 0.7641 76.41%
Thyroid receptor binding + 0.5683 56.83%
Glucocorticoid receptor binding + 0.7765 77.65%
Aromatase binding + 0.7868 78.68%
PPAR gamma + 0.5177 51.77%
Honey bee toxicity - 0.6680 66.80%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9834 98.34%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.58% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.87% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.60% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.08% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.11% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 94.69% 95.71%
CHEMBL2581 P07339 Cathepsin D 93.77% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.54% 96.77%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.42% 96.47%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.57% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.37% 97.25%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.09% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.86% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.51% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.95% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.62% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.79% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.38% 95.50%
CHEMBL5028 O14672 ADAM10 83.49% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.36% 94.33%
CHEMBL4208 P20618 Proteasome component C5 82.98% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.55% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.42% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.85% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 80.83% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.60% 82.69%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.14% 97.56%

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.
Galphimia glauca

Cross-Links

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PubChem 162883401
LOTUS LTS0071180
wikiData Q105138361