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[(2R,3R,4S,4aR,4bR,5S,7S,8aS,9S,10aR)-3-acetyloxy-4-benzoyloxy-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-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 34b5a8cc-0da6-44d6-a00b-b46b2c343ca0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(2R,3R,4S,4aR,4bR,5S,7S,8aS,9S,10aR)-3-acetyloxy-4-benzoyloxy-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-yl] benzoate
SMILES (Canonical) CC(=O)OC1C(C(C2CC(C3(C(C2(C1OC(=O)C4=CC=CC=C4)C)C(CC(C3=O)(C)C=C)O)O)O)(C)C)OC(=O)C5=CC=CC=C5
SMILES (Isomeric) CC(=O)O[C@H]1[C@H]([C@@]2([C@H](C[C@@H]([C@]3([C@H]2[C@H](C[C@@](C3=O)(C)C=C)O)O)O)C([C@H]1OC(=O)C4=CC=CC=C4)(C)C)C)OC(=O)C5=CC=CC=C5
InChI InChI=1S/C36H42O10/c1-7-34(5)19-23(38)27-35(6)24(18-25(39)36(27,43)32(34)42)33(3,4)28(45-30(40)21-14-10-8-11-15-21)26(44-20(2)37)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,23-29,38-39,43H,1,18-19H2,2-6H3/t23-,24+,25-,26+,27-,28-,29+,34+,35+,36+/m0/s1
InChI Key ADVJBOBFOAHJLA-VGZPCKDDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H42O10
Molecular Weight 634.70 g/mol
Exact Mass 634.27779753 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 3.67
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,4aR,4bR,5S,7S,8aS,9S,10aR)-3-acetyloxy-4-benzoyloxy-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-2-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 + 0.9532 95.32%
Caco-2 - 0.8242 82.42%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6253 62.53%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8597 85.97%
OATP1B3 inhibitior + 0.8861 88.61%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9759 97.59%
P-glycoprotein inhibitior + 0.7990 79.90%
P-glycoprotein substrate - 0.6233 62.33%
CYP3A4 substrate + 0.6775 67.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition + 0.6630 66.30%
CYP2C9 inhibition - 0.8643 86.43%
CYP2C19 inhibition - 0.8646 86.46%
CYP2D6 inhibition - 0.9228 92.28%
CYP1A2 inhibition - 0.7859 78.59%
CYP2C8 inhibition + 0.6070 60.70%
CYP inhibitory promiscuity - 0.9500 95.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9543 95.43%
Carcinogenicity (trinary) Non-required 0.6166 61.66%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9126 91.26%
Skin irritation - 0.6892 68.92%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8536 85.36%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5390 53.90%
skin sensitisation - 0.7094 70.94%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7471 74.71%
Acute Oral Toxicity (c) III 0.6386 63.86%
Estrogen receptor binding + 0.7481 74.81%
Androgen receptor binding + 0.6872 68.72%
Thyroid receptor binding + 0.6279 62.79%
Glucocorticoid receptor binding + 0.7133 71.33%
Aromatase binding + 0.5971 59.71%
PPAR gamma + 0.6905 69.05%
Honey bee toxicity - 0.6788 67.88%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
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 99.27% 91.49%
CHEMBL221 P23219 Cyclooxygenase-1 98.04% 90.17%
CHEMBL240 Q12809 HERG 97.58% 89.76%
CHEMBL2581 P07339 Cathepsin D 96.17% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.07% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.30% 94.62%
CHEMBL340 P08684 Cytochrome P450 3A4 93.09% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.28% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.27% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.12% 91.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.42% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.81% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.22% 96.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.15% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.16% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.47% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.22% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.76% 93.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.22% 97.21%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.87% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.34% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.71% 100.00%
CHEMBL4208 P20618 Proteasome component C5 80.66% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.59% 89.00%
CHEMBL5028 O14672 ADAM10 80.32% 97.50%

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.
Catoferia spicata
Orthosiphon aristatus var. aristatus

Cross-Links

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PubChem 162898961
LOTUS LTS0136224
wikiData Q104909825