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[(4aR,5R,6R,6aR,7R,11aS,11bR)-4a,6-dihydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5-yl] (Z)-3-phenylprop-2-enoate

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 48f1995e-ee3f-484a-b881-4617ef8df812
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(4aR,5R,6R,6aR,7R,11aS,11bR)-4a,6-dihydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5-yl] (Z)-3-phenylprop-2-enoate
SMILES (Canonical) CC1C2C(CC3=C1C=CO3)C4(CCCC(C4(C(C2O)OC(=O)C=CC5=CC=CC=C5)O)(C)C)C
SMILES (Isomeric) C[C@@H]1[C@@H]2[C@H](CC3=C1C=CO3)[C@]4(CCCC([C@@]4([C@@H]([C@@H]2O)OC(=O)/C=C\C5=CC=CC=C5)O)(C)C)C
InChI InChI=1S/C29H36O5/c1-18-20-13-16-33-22(20)17-21-24(18)25(31)26(29(32)27(2,3)14-8-15-28(21,29)4)34-23(30)12-11-19-9-6-5-7-10-19/h5-7,9-13,16,18,21,24-26,31-32H,8,14-15,17H2,1-4H3/b12-11-/t18-,21-,24+,25+,26+,28+,29+/m0/s1
InChI Key IGNZARMTFKDIDD-CKTFQPSQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O5
Molecular Weight 464.60 g/mol
Exact Mass 464.25627424 g/mol
Topological Polar Surface Area (TPSA) 79.90 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.12
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4aR,5R,6R,6aR,7R,11aS,11bR)-4a,6-dihydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5-yl] (Z)-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 + 0.9711 97.11%
Caco-2 - 0.6063 60.63%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7203 72.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8445 84.45%
OATP1B3 inhibitior + 0.7883 78.83%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior + 0.8307 83.07%
P-glycoprotein inhibitior + 0.6620 66.20%
P-glycoprotein substrate - 0.6282 62.82%
CYP3A4 substrate + 0.6943 69.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8772 87.72%
CYP3A4 inhibition - 0.5487 54.87%
CYP2C9 inhibition - 0.6884 68.84%
CYP2C19 inhibition - 0.6318 63.18%
CYP2D6 inhibition - 0.9144 91.44%
CYP1A2 inhibition + 0.6158 61.58%
CYP2C8 inhibition + 0.7640 76.40%
CYP inhibitory promiscuity - 0.6950 69.50%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5749 57.49%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9433 94.33%
Skin irritation - 0.6484 64.84%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8888 88.88%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5073 50.73%
skin sensitisation - 0.8579 85.79%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8639 86.39%
Acute Oral Toxicity (c) III 0.3772 37.72%
Estrogen receptor binding + 0.7507 75.07%
Androgen receptor binding + 0.7547 75.47%
Thyroid receptor binding + 0.6073 60.73%
Glucocorticoid receptor binding + 0.7529 75.29%
Aromatase binding + 0.6688 66.88%
PPAR gamma + 0.6058 60.58%
Honey bee toxicity - 0.7978 79.78%
Biodegradation - 0.8500 85.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.88% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.73% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.07% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.70% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 93.41% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.27% 85.14%
CHEMBL2581 P07339 Cathepsin D 90.12% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.06% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.63% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.53% 96.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.43% 91.71%
CHEMBL4208 P20618 Proteasome component C5 86.16% 90.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.49% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.04% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.79% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.35% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.16% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.24% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.79% 100.00%
CHEMBL5028 O14672 ADAM10 81.50% 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.
Caesalpinia pulcherrima

Cross-Links

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PubChem 162914607
LOTUS LTS0022284
wikiData Q105112733