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[(1R,2R,3S,4S,4aR,6S,8R,8aS)-4-[(3aR,5S,6aS)-3a-hydroxy-3,4,5,6a-tetrahydro-2H-furo[2,3-b]furan-5-yl]-1,6,8-trihydroxy-8-(hydroxymethyl)-3,4,8a-trimethyl-5-oxo-1,2,3,4a,6,7-hexahydronaphthalen-2-yl] (E)-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 b94266a8-6353-4677-bf16-6b37b6023913
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1R,2R,3S,4S,4aR,6S,8R,8aS)-4-[(3aR,5S,6aS)-3a-hydroxy-3,4,5,6a-tetrahydro-2H-furo[2,3-b]furan-5-yl]-1,6,8-trihydroxy-8-(hydroxymethyl)-3,4,8a-trimethyl-5-oxo-1,2,3,4a,6,7-hexahydronaphthalen-2-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1C(C(C2(C(C1(C)C3CC4(CCOC4O3)O)C(=O)C(CC2(CO)O)O)C)O)OC(=O)C=CC5=CC=CC=C5
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@]2([C@@H]([C@@]1(C)[C@@H]3C[C@@]4(CCO[C@H]4O3)O)C(=O)[C@H](C[C@@]2(CO)O)O)C)O)OC(=O)/C=C/C5=CC=CC=C5
InChI InChI=1S/C29H38O10/c1-16-22(39-20(32)10-9-17-7-5-4-6-8-17)24(34)27(3)23(21(33)18(31)13-29(27,36)15-30)26(16,2)19-14-28(35)11-12-37-25(28)38-19/h4-10,16,18-19,22-25,30-31,34-36H,11-15H2,1-3H3/b10-9+/t16-,18+,19+,22-,23-,24+,25+,26-,27+,28-,29+/m1/s1
InChI Key ARHYTIGRXUYMMP-HLUSZKARSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O10
Molecular Weight 546.60 g/mol
Exact Mass 546.24649740 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.57
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3S,4S,4aR,6S,8R,8aS)-4-[(3aR,5S,6aS)-3a-hydroxy-3,4,5,6a-tetrahydro-2H-furo[2,3-b]furan-5-yl]-1,6,8-trihydroxy-8-(hydroxymethyl)-3,4,8a-trimethyl-5-oxo-1,2,3,4a,6,7-hexahydronaphthalen-2-yl] (E)-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 + 0.8455 84.55%
Caco-2 - 0.8553 85.53%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8054 80.54%
OATP2B1 inhibitior - 0.8629 86.29%
OATP1B1 inhibitior + 0.8102 81.02%
OATP1B3 inhibitior + 0.9345 93.45%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7787 77.87%
BSEP inhibitior + 0.7015 70.15%
P-glycoprotein inhibitior + 0.5865 58.65%
P-glycoprotein substrate + 0.5156 51.56%
CYP3A4 substrate + 0.6898 68.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8918 89.18%
CYP3A4 inhibition - 0.7416 74.16%
CYP2C9 inhibition - 0.8941 89.41%
CYP2C19 inhibition - 0.8969 89.69%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.9198 91.98%
CYP2C8 inhibition + 0.6187 61.87%
CYP inhibitory promiscuity - 0.9171 91.71%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5568 55.68%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9411 94.11%
Skin irritation - 0.6647 66.47%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.5537 55.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7960 79.60%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6140 61.40%
skin sensitisation - 0.9222 92.22%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8530 85.30%
Acute Oral Toxicity (c) I 0.6077 60.77%
Estrogen receptor binding + 0.8102 81.02%
Androgen receptor binding + 0.7374 73.74%
Thyroid receptor binding + 0.5799 57.99%
Glucocorticoid receptor binding + 0.7047 70.47%
Aromatase binding + 0.6987 69.87%
PPAR gamma + 0.6219 62.19%
Honey bee toxicity - 0.7426 74.26%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9755 97.55%

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 99.15% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.78% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.37% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.47% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 94.43% 90.17%
CHEMBL2581 P07339 Cathepsin D 92.94% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.94% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.90% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.85% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.53% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.52% 91.07%
CHEMBL5028 O14672 ADAM10 85.24% 97.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.35% 93.99%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.51% 94.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.03% 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.
Scutellaria repens

Cross-Links

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PubChem 102120214
LOTUS LTS0197938
wikiData Q104917323