(3,9-Diacetyloxy-7-ethenyl-2,8a-dihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-4-yl) benzoate

Details

Top
Internal ID 4a213f24-5fdb-4c14-ad42-161fc73b05d9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (3,9-diacetyloxy-7-ethenyl-2,8a-dihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-4-yl) benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C(C(C(C2(C3C1(C(=O)C(CC3=O)(C)C=C)O)C)OC(=O)C4=CC=CC=C4)OC(=O)C)O)(C)C
SMILES (Isomeric) CC(=O)OC1CC2C(C(C(C(C2(C3C1(C(=O)C(CC3=O)(C)C=C)O)C)OC(=O)C4=CC=CC=C4)OC(=O)C)O)(C)C
InChI InChI=1S/C31H38O10/c1-8-29(6)15-19(34)23-30(7)20(14-21(39-16(2)32)31(23,38)27(29)37)28(4,5)24(35)22(40-17(3)33)25(30)41-26(36)18-12-10-9-11-13-18/h8-13,20-25,35,38H,1,14-15H2,2-7H3
InChI Key GTEFXIUCQAABAV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H38O10
Molecular Weight 570.60 g/mol
Exact Mass 570.24649740 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3,9-Diacetyloxy-7-ethenyl-2,8a-dihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-4-yl) benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9844 98.44%
Caco-2 - 0.7881 78.81%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7196 71.96%
OATP2B1 inhibitior - 0.8563 85.63%
OATP1B1 inhibitior + 0.8478 84.78%
OATP1B3 inhibitior + 0.8123 81.23%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9344 93.44%
P-glycoprotein inhibitior + 0.7841 78.41%
P-glycoprotein substrate - 0.6815 68.15%
CYP3A4 substrate + 0.6630 66.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8699 86.99%
CYP3A4 inhibition + 0.5260 52.60%
CYP2C9 inhibition - 0.8244 82.44%
CYP2C19 inhibition - 0.8391 83.91%
CYP2D6 inhibition - 0.9267 92.67%
CYP1A2 inhibition - 0.6953 69.53%
CYP2C8 inhibition + 0.6390 63.90%
CYP inhibitory promiscuity - 0.9041 90.41%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.5696 56.96%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9042 90.42%
Skin irritation - 0.6513 65.13%
Skin corrosion - 0.9250 92.50%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4491 44.91%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.6463 64.63%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5177 51.77%
Acute Oral Toxicity (c) III 0.6242 62.42%
Estrogen receptor binding + 0.7387 73.87%
Androgen receptor binding + 0.6806 68.06%
Thyroid receptor binding + 0.6212 62.12%
Glucocorticoid receptor binding + 0.7469 74.69%
Aromatase binding + 0.6515 65.15%
PPAR gamma + 0.6243 62.43%
Honey bee toxicity - 0.6442 64.42%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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 98.45% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.05% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.77% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.63% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.08% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.41% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.52% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 89.18% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.29% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.96% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.32% 94.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.73% 91.07%
CHEMBL5028 O14672 ADAM10 84.52% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.04% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.26% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.95% 97.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.66% 94.08%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.13% 93.03%

Plants that contains it

Top
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
Orthosiphon aristatus var. aristatus

Cross-Links

Top
PubChem 85097732
LOTUS LTS0116638
wikiData Q105018521