(8,15-Diacetyloxy-11,13-dihydroxy-2,10,10,12-tetramethyl-6-methylidene-14-oxatetracyclo[9.3.1.19,13.02,7]hexadecan-5-yl) 3-phenylprop-2-enoate

Details

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Internal ID 4bedfcb7-a01d-4ddb-ac01-804fdb8672ee
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name (8,15-diacetyloxy-11,13-dihydroxy-2,10,10,12-tetramethyl-6-methylidene-14-oxatetracyclo[9.3.1.19,13.02,7]hexadecan-5-yl) 3-phenylprop-2-enoate
SMILES (Canonical) CC1C2(CC3C(C4C(=C)C(CCC4(C(O2)C(C1(C3(C)C)O)OC(=O)C)C)OC(=O)C=CC5=CC=CC=C5)OC(=O)C)O
SMILES (Isomeric) CC1C2(CC3C(C4C(=C)C(CCC4(C(O2)C(C1(C3(C)C)O)OC(=O)C)C)OC(=O)C=CC5=CC=CC=C5)OC(=O)C)O
InChI InChI=1S/C33H42O9/c1-18-24(41-25(36)14-13-22-11-9-8-10-12-22)15-16-31(7)26(18)27(39-20(3)34)23-17-32(37)19(2)33(38,30(23,5)6)29(28(31)42-32)40-21(4)35/h8-14,19,23-24,26-29,37-38H,1,15-17H2,2-7H3
InChI Key ZNDNIKJPCFPZJG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O9
Molecular Weight 582.70 g/mol
Exact Mass 582.28288291 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.96
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8,15-Diacetyloxy-11,13-dihydroxy-2,10,10,12-tetramethyl-6-methylidene-14-oxatetracyclo[9.3.1.19,13.02,7]hexadecan-5-yl) 3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9169 91.69%
Caco-2 - 0.8153 81.53%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6168 61.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8548 85.48%
OATP1B3 inhibitior + 0.9270 92.70%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8627 86.27%
P-glycoprotein inhibitior + 0.7538 75.38%
P-glycoprotein substrate - 0.5558 55.58%
CYP3A4 substrate + 0.7018 70.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8828 88.28%
CYP3A4 inhibition + 0.7553 75.53%
CYP2C9 inhibition - 0.8093 80.93%
CYP2C19 inhibition - 0.7773 77.73%
CYP2D6 inhibition - 0.8228 82.28%
CYP1A2 inhibition - 0.7736 77.36%
CYP2C8 inhibition + 0.7969 79.69%
CYP inhibitory promiscuity - 0.8250 82.50%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6108 61.08%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9207 92.07%
Skin irritation - 0.5814 58.14%
Skin corrosion - 0.9032 90.32%
Ames mutagenesis - 0.7028 70.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7543 75.43%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6685 66.85%
skin sensitisation - 0.7220 72.20%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7420 74.20%
Acute Oral Toxicity (c) III 0.6381 63.81%
Estrogen receptor binding + 0.7893 78.93%
Androgen receptor binding + 0.7492 74.92%
Thyroid receptor binding + 0.6655 66.55%
Glucocorticoid receptor binding + 0.7228 72.28%
Aromatase binding + 0.6841 68.41%
PPAR gamma + 0.7518 75.18%
Honey bee toxicity - 0.7520 75.20%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9814 98.14%

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 96.60% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 95.68% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.62% 91.11%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 94.27% 94.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.11% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.63% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.56% 94.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.70% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.98% 96.00%
CHEMBL5028 O14672 ADAM10 88.00% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.28% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.50% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.41% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.98% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.63% 93.99%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.39% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.92% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.00% 93.00%

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.
Taxus cuspidata

Cross-Links

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PubChem 163045725
LOTUS LTS0253093
wikiData Q105379985