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[(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7,10-triacetyloxy-5-benzoyloxy-2-formyl-10a-hydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate

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 fc681545-fe0f-4f05-9bae-0d0195c48f99
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name [(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7,10-triacetyloxy-5-benzoyloxy-2-formyl-10a-hydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C(C(C(C2(C3C1(C(=O)C(CC3OC(=O)C4=CC=CC=C4)(C)C=O)O)CO)OC(=O)C5=CC=CC=C5)OC(=O)C)OC(=O)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1CC2[C@]([C@H]([C@H]([C@H](C2(C)C)OC(=O)C)OC(=O)C)OC(=O)C3=CC=CC=C3)(C4[C@@]1(C(=O)[C@@](C[C@H]4OC(=O)C5=CC=CC=C5)(C)C=O)O)CO
InChI InChI=1S/C39H44O14/c1-21(42)49-28-17-27-36(4,5)31(51-23(3)44)29(50-22(2)43)32(53-34(46)25-15-11-8-12-16-25)38(27,20-41)30-26(52-33(45)24-13-9-7-10-14-24)18-37(6,19-40)35(47)39(28,30)48/h7-16,19,26-32,41,48H,17-18,20H2,1-6H3/t26-,27?,28-,29+,30?,31-,32+,37-,38+,39+/m1/s1
InChI Key GZGMTWJDIWUSBB-XBDKZVGKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H44O14
Molecular Weight 736.80 g/mol
Exact Mass 736.27310607 g/mol
Topological Polar Surface Area (TPSA) 206.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.80
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7,10-triacetyloxy-5-benzoyloxy-2-formyl-10a-hydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9728 97.28%
Caco-2 - 0.8199 81.99%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8792 87.92%
OATP2B1 inhibitior - 0.7221 72.21%
OATP1B1 inhibitior + 0.8474 84.74%
OATP1B3 inhibitior + 0.8370 83.70%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.9946 99.46%
P-glycoprotein inhibitior + 0.8823 88.23%
P-glycoprotein substrate + 0.5068 50.68%
CYP3A4 substrate + 0.6904 69.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8686 86.86%
CYP3A4 inhibition - 0.6345 63.45%
CYP2C9 inhibition - 0.7583 75.83%
CYP2C19 inhibition - 0.8352 83.52%
CYP2D6 inhibition - 0.9610 96.10%
CYP1A2 inhibition - 0.6405 64.05%
CYP2C8 inhibition + 0.5930 59.30%
CYP inhibitory promiscuity - 0.9007 90.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6661 66.61%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.9002 90.02%
Skin irritation - 0.8111 81.11%
Skin corrosion - 0.9786 97.86%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7109 71.09%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6098 60.98%
skin sensitisation - 0.9045 90.45%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.6066 60.66%
Acute Oral Toxicity (c) III 0.6343 63.43%
Estrogen receptor binding + 0.7976 79.76%
Androgen receptor binding + 0.7098 70.98%
Thyroid receptor binding + 0.6307 63.07%
Glucocorticoid receptor binding + 0.7632 76.32%
Aromatase binding + 0.6049 60.49%
PPAR gamma + 0.7541 75.41%
Honey bee toxicity - 0.7307 73.07%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.53% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.81% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.37% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.15% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.52% 90.17%
CHEMBL1951 P21397 Monoamine oxidase A 91.85% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.18% 95.50%
CHEMBL5028 O14672 ADAM10 86.51% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.38% 94.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.83% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.82% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.99% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.31% 93.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.84% 82.69%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.83% 94.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.01% 100.00%

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.
Orthosiphon aristatus var. aristatus

Cross-Links

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PubChem 10078678
NPASS NPC469771
ChEMBL CHEMBL117118