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[(1R,2R,3S,4S,4aS,5R,8R,8aR)-4-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-8-formyl-1-hydroxy-3,4,8a-trimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-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 b41e23da-b2ef-4f8b-af97-d4a3ad2ecff7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1R,2R,3S,4S,4aS,5R,8R,8aR)-4-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-8-formyl-1-hydroxy-3,4,8a-trimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-2-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1C(C(C2(C(CCC(C2C1(C)C3CC4CCOC4O3)OC(=O)C)C=O)C)O)OC(=O)C=CC5=CC=CC=C5
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@]2([C@@H](CC[C@H]([C@@H]2[C@@]1(C)[C@@H]3C[C@H]4CCO[C@H]4O3)OC(=O)C)C=O)C)O)OC(=O)/C=C/C5=CC=CC=C5
InChI InChI=1S/C31H40O8/c1-18-26(39-25(34)13-10-20-8-6-5-7-9-20)28(35)31(4)22(17-32)11-12-23(37-19(2)33)27(31)30(18,3)24-16-21-14-15-36-29(21)38-24/h5-10,13,17-18,21-24,26-29,35H,11-12,14-16H2,1-4H3/b13-10+/t18-,21-,22+,23-,24+,26-,27-,28+,29+,30-,31+/m1/s1
InChI Key KCELORWVKJNPJG-UEYJGMCZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H40O8
Molecular Weight 540.60 g/mol
Exact Mass 540.27231823 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.94
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3S,4S,4aS,5R,8R,8aR)-4-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-8-formyl-1-hydroxy-3,4,8a-trimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-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 + 0.9808 98.08%
Caco-2 - 0.7978 79.78%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8846 88.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8437 84.37%
OATP1B3 inhibitior + 0.8340 83.40%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9678 96.78%
P-glycoprotein inhibitior + 0.7498 74.98%
P-glycoprotein substrate + 0.5504 55.04%
CYP3A4 substrate + 0.6967 69.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.6317 63.17%
CYP2C9 inhibition - 0.8366 83.66%
CYP2C19 inhibition - 0.8449 84.49%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.8479 84.79%
CYP2C8 inhibition + 0.7632 76.32%
CYP inhibitory promiscuity - 0.7852 78.52%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4787 47.87%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9554 95.54%
Skin irritation - 0.6797 67.97%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7439 74.39%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5243 52.43%
skin sensitisation - 0.9127 91.27%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7867 78.67%
Acute Oral Toxicity (c) III 0.4429 44.29%
Estrogen receptor binding + 0.8194 81.94%
Androgen receptor binding + 0.6526 65.26%
Thyroid receptor binding + 0.5933 59.33%
Glucocorticoid receptor binding + 0.6623 66.23%
Aromatase binding + 0.6352 63.52%
PPAR gamma + 0.7050 70.50%
Honey bee toxicity - 0.7598 75.98%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9930 99.30%

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 99.29% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.43% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.03% 94.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.78% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.68% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.03% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.38% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.65% 94.62%
CHEMBL2581 P07339 Cathepsin D 90.80% 98.95%
CHEMBL5028 O14672 ADAM10 89.93% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 89.88% 90.17%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.92% 94.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.02% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.50% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.41% 91.19%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.70% 93.99%
CHEMBL4208 P20618 Proteasome component C5 83.47% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.40% 85.14%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.53% 83.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.45% 97.14%

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 10578377
LOTUS LTS0087249
wikiData Q105138685