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[(1S,2R,3S,4R,5R,7R,9S,10S,13Z)-4,9-diacetyloxy-3-benzoyloxy-10-hydroxy-2,6,6,14-tetramethyl-11,16-dioxo-5-tricyclo[8.6.0.02,7]hexadec-13-enyl] 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 265273df-5efa-43ce-a573-6b01a93480af
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1S,2R,3S,4R,5R,7R,9S,10S,13Z)-4,9-diacetyloxy-3-benzoyloxy-10-hydroxy-2,6,6,14-tetramethyl-11,16-dioxo-5-tricyclo[8.6.0.02,7]hexadec-13-enyl] benzoate
SMILES (Canonical) CC1=CCC(=O)C2(C(CC3C(C(C(C(C3(C2C(=O)C1)C)OC(=O)C4=CC=CC=C4)OC(=O)C)OC(=O)C5=CC=CC=C5)(C)C)OC(=O)C)O
SMILES (Isomeric) C/C/1=C/CC(=O)[C@]2([C@H](C[C@H]3[C@]([C@@H]2C(=O)C1)([C@@H]([C@@H]([C@@H](C3(C)C)OC(=O)C4=CC=CC=C4)OC(=O)C)OC(=O)C5=CC=CC=C5)C)OC(=O)C)O
InChI InChI=1S/C38H42O11/c1-21-17-18-28(42)38(45)29(46-22(2)39)20-27-36(4,5)32(48-34(43)24-13-9-7-10-14-24)30(47-23(3)40)33(37(27,6)31(38)26(41)19-21)49-35(44)25-15-11-8-12-16-25/h7-17,27,29-33,45H,18-20H2,1-6H3/b21-17-/t27-,29+,30-,31+,32+,33-,37-,38-/m1/s1
InChI Key MFPAGFFHWQHANG-XVOGWUIDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H42O11
Molecular Weight 674.70 g/mol
Exact Mass 674.27271215 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.59
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3S,4R,5R,7R,9S,10S,13Z)-4,9-diacetyloxy-3-benzoyloxy-10-hydroxy-2,6,6,14-tetramethyl-11,16-dioxo-5-tricyclo[8.6.0.02,7]hexadec-13-enyl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9928 99.28%
Caco-2 - 0.7803 78.03%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8268 82.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8724 87.24%
OATP1B3 inhibitior - 0.3124 31.24%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9877 98.77%
P-glycoprotein inhibitior + 0.9021 90.21%
P-glycoprotein substrate - 0.6438 64.38%
CYP3A4 substrate + 0.6931 69.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.5934 59.34%
CYP2C9 inhibition - 0.7461 74.61%
CYP2C19 inhibition - 0.6317 63.17%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.5928 59.28%
CYP2C8 inhibition + 0.6363 63.63%
CYP inhibitory promiscuity - 0.8869 88.69%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.5883 58.83%
Eye corrosion - 0.9950 99.50%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.6393 63.93%
Skin corrosion - 0.9686 96.86%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7013 70.13%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5910 59.10%
skin sensitisation - 0.6786 67.86%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5327 53.27%
Acute Oral Toxicity (c) III 0.4720 47.20%
Estrogen receptor binding + 0.7874 78.74%
Androgen receptor binding + 0.6827 68.27%
Thyroid receptor binding + 0.6223 62.23%
Glucocorticoid receptor binding + 0.7841 78.41%
Aromatase binding + 0.6104 61.04%
PPAR gamma + 0.7362 73.62%
Honey bee toxicity - 0.7004 70.04%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
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
CHEMBL240 Q12809 HERG 95.31% 89.76%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.14% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.99% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.94% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 91.99% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.43% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.14% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.68% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.01% 91.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.58% 95.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.38% 94.62%
CHEMBL3524 P56524 Histone deacetylase 4 88.52% 92.97%
CHEMBL1951 P21397 Monoamine oxidase A 88.35% 91.49%
CHEMBL340 P08684 Cytochrome P450 3A4 88.04% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.23% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.00% 93.03%
CHEMBL5028 O14672 ADAM10 83.76% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.15% 93.04%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.67% 83.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.56% 94.00%

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 163193186
LOTUS LTS0064280
wikiData Q105162914