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[(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7-diacetyloxy-4b-(acetyloxymethyl)-5-benzoyloxy-2-ethenyl-10,10a-dihydroxy-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 e379f2a0-8476-48d7-82fa-60dea2716392
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7-diacetyloxy-4b-(acetyloxymethyl)-5-benzoyloxy-2-ethenyl-10,10a-dihydroxy-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H46O13/c1-8-38(7)20-27(52-34(45)25-15-11-9-12-16-25)31-39(21-49-22(2)41)28(19-29(44)40(31,48)36(38)47)37(5,6)32(51-24(4)43)30(50-23(3)42)33(39)53-35(46)26-17-13-10-14-18-26/h8-18,27-33,44,48H,1,19-21H2,2-7H3/t27-,28?,29-,30+,31?,32-,33+,38+,39+,40+/m1/s1
InChI Key JVVJQHQBRIQJKT-GQFLSVFTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H46O13
Molecular Weight 734.80 g/mol
Exact Mass 734.29384152 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.78
H-Bond Acceptor 13
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-diacetyloxy-4b-(acetyloxymethyl)-5-benzoyloxy-2-ethenyl-10,10a-dihydroxy-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 + 0.9737 97.37%
Caco-2 - 0.8266 82.66%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8475 84.75%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8626 86.26%
OATP1B3 inhibitior + 0.8733 87.33%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9956 99.56%
P-glycoprotein inhibitior + 0.8512 85.12%
P-glycoprotein substrate - 0.5261 52.61%
CYP3A4 substrate + 0.6938 69.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition + 0.5582 55.82%
CYP2C9 inhibition - 0.8128 81.28%
CYP2C19 inhibition - 0.7647 76.47%
CYP2D6 inhibition - 0.9477 94.77%
CYP1A2 inhibition - 0.6505 65.05%
CYP2C8 inhibition + 0.6156 61.56%
CYP inhibitory promiscuity - 0.9500 95.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6868 68.68%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.7142 71.42%
Skin corrosion - 0.9578 95.78%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7925 79.25%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8048 80.48%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6171 61.71%
Acute Oral Toxicity (c) III 0.5760 57.60%
Estrogen receptor binding + 0.7802 78.02%
Androgen receptor binding + 0.7160 71.60%
Thyroid receptor binding + 0.6458 64.58%
Glucocorticoid receptor binding + 0.7639 76.39%
Aromatase binding + 0.6203 62.03%
PPAR gamma + 0.7228 72.28%
Honey bee toxicity - 0.6686 66.86%
Biodegradation - 0.7750 77.50%
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
CHEMBL1951 P21397 Monoamine oxidase A 99.14% 91.49%
CHEMBL221 P23219 Cyclooxygenase-1 97.91% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.37% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.10% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.09% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.81% 82.69%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.19% 94.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.32% 96.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.10% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.86% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.24% 91.07%
CHEMBL240 Q12809 HERG 87.12% 89.76%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.73% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.16% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.55% 97.21%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.54% 94.08%
CHEMBL5028 O14672 ADAM10 82.50% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.41% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.25% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.20% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.91% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.08% 99.23%

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 10462677
NPASS NPC472005
ChEMBL CHEMBL331893