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methyl (1S,2R,5R,10S,11S,14S,15S,21R,22R,23S)-10,22,23-trihydroxy-21-(1-hydroxyethyl)-2,5,14-trimethyl-8-methylidene-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricos-16-ene-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 595d2fb9-5f5c-42ed-b4b0-3afb7cfa13ba
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
IUPAC Name methyl (1S,2R,5R,10S,11S,14S,15S,21R,22R,23S)-10,22,23-trihydroxy-21-(1-hydroxyethyl)-2,5,14-trimethyl-8-methylidene-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricos-16-ene-11-carboxylate
SMILES (Canonical) CC(C12COC(=O)C=CC1C3(CCC4(C(C3C(C2O)O)(CCC5(C4(CC(=C)CC5)O)C)C)C(=O)OC)C)O
SMILES (Isomeric) CC([C@]12COC(=O)C=C[C@H]1[C@@]3(CC[C@@]4([C@@]([C@H]3[C@@H]([C@@H]2O)O)(CC[C@@]5([C@]4(CC(=C)CC5)O)C)C)C(=O)OC)C)O
InChI InChI=1S/C30H44O8/c1-17-9-10-25(3)11-13-27(5)22-21(33)23(34)28(18(2)31)16-38-20(32)8-7-19(28)26(22,4)12-14-29(27,24(35)37-6)30(25,36)15-17/h7-8,18-19,21-23,31,33-34,36H,1,9-16H2,2-6H3/t18?,19-,21-,22-,23-,25+,26-,27+,28+,29-,30-/m0/s1
InChI Key IBYSPSUANRCDTF-HBOUEPRCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O8
Molecular Weight 532.70 g/mol
Exact Mass 532.30361836 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.67
H-Bond Acceptor 8
H-Bond Donor 4
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,11S,14S,15S,21R,22R,23S)-10,22,23-trihydroxy-21-(1-hydroxyethyl)-2,5,14-trimethyl-8-methylidene-18-oxo-19-oxapentacyclo[12.9.0.02,11.05,10.015,21]tricos-16-ene-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 + 0.8847 88.47%
Caco-2 - 0.7093 70.93%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7150 71.50%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.8459 84.59%
OATP1B3 inhibitior + 0.9144 91.44%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7314 73.14%
BSEP inhibitior + 0.9321 93.21%
P-glycoprotein inhibitior + 0.5754 57.54%
P-glycoprotein substrate + 0.6152 61.52%
CYP3A4 substrate + 0.7176 71.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9073 90.73%
CYP3A4 inhibition - 0.7043 70.43%
CYP2C9 inhibition - 0.7516 75.16%
CYP2C19 inhibition - 0.7875 78.75%
CYP2D6 inhibition - 0.9455 94.55%
CYP1A2 inhibition - 0.7570 75.70%
CYP2C8 inhibition + 0.4471 44.71%
CYP inhibitory promiscuity - 0.9784 97.84%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6887 68.87%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9260 92.60%
Skin irritation - 0.5695 56.95%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6950 69.50%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5926 59.26%
skin sensitisation - 0.8658 86.58%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7169 71.69%
Acute Oral Toxicity (c) III 0.4446 44.46%
Estrogen receptor binding + 0.6798 67.98%
Androgen receptor binding + 0.7539 75.39%
Thyroid receptor binding + 0.5468 54.68%
Glucocorticoid receptor binding + 0.7008 70.08%
Aromatase binding + 0.7959 79.59%
PPAR gamma - 0.5094 50.94%
Honey bee toxicity - 0.7183 71.83%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9877 98.77%

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 98.89% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.37% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.83% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.41% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.89% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.63% 97.25%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 94.20% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.63% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.30% 96.77%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.43% 96.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.75% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.67% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.11% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.57% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.35% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.32% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.05% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.61% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.86% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.97% 89.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.64% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.91% 92.88%
CHEMBL4040 P28482 MAP kinase ERK2 81.81% 83.82%
CHEMBL5028 O14672 ADAM10 81.32% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.08% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 80.94% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.65% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.32% 94.33%

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 162957748
LOTUS LTS0167864
wikiData Q105110842