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Epispongiadiol

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 549358c6-f302-41d2-aad7-c9842c5f1744
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Isocopalane and spongiane diterpenoids
IUPAC Name (3bR,5aR,6S,7R,9aR,9bR)-7-hydroxy-6-(hydroxymethyl)-3b,6,9a-trimethyl-4,5,5a,7,9,9b,10,11-octahydronaphtho[2,1-e][2]benzofuran-8-one
SMILES (Canonical) CC12CCC3C(C1CCC4=COC=C24)(CC(=O)C(C3(C)CO)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CCC4=COC=C24)(CC(=O)[C@@H]([C@]3(C)CO)O)C
InChI InChI=1S/C20H28O4/c1-18-7-6-16-19(2,8-14(22)17(23)20(16,3)11-21)15(18)5-4-12-9-24-10-13(12)18/h9-10,15-17,21,23H,4-8,11H2,1-3H3/t15-,16+,17-,18-,19+,20+/m0/s1
InChI Key LSLWLOMYKHFTQT-GNVSMLMZSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O4
Molecular Weight 332.40 g/mol
Exact Mass 332.19875937 g/mol
Topological Polar Surface Area (TPSA) 70.70 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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(3bR,5aR,6S,7R,9aR,9bR)-7-hydroxy-6-(hydroxymethyl)-3b,6,9a-trimethyl-4,5,5a,7,9,9b,10,11-octahydronaphtho(2,1-e)(2)benzofuran-8-one
(3bR,5aR,6S,7R,9aR,9bR)-7-hydroxy-6-(hydroxymethyl)-3b,6,9a-trimethyl-4,5,5a,7,9,9b,10,11-octahydronaphtho[2,1-e][2]benzofuran-8-one
RefChem:137297
71302-26-6
CHEMBL465814
SCHEMBL29711622
DTXSID40551288
(3bR,5aR,6S,7R,9aR,9bR)-7-hydroxy- 6-hydroxymethyl-3b,6,9a-trimethyl-3b,5,5a,6,7,9,9a,9b,10,11- decahydrophenanthro[1,2-c]furan-8(4H)-one
(3bR,5aR,6S,7R,9aR,9bR)-7-Hydroxy-6-(hydroxymethyl)-3b,6,9a-trimethyl-3b,5,5a,6,7,9,9a,9b,10,11-decahydrophenanthro[1,2-c]furan-8(4H)-one

2D Structure

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2D Structure of Epispongiadiol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9655 96.55%
Caco-2 + 0.7658 76.58%
Blood Brain Barrier + 0.6385 63.85%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7524 75.24%
OATP2B1 inhibitior - 0.8690 86.90%
OATP1B1 inhibitior + 0.8708 87.08%
OATP1B3 inhibitior + 0.9358 93.58%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.6210 62.10%
BSEP inhibitior + 0.8628 86.28%
P-glycoprotein inhibitior - 0.7856 78.56%
P-glycoprotein substrate - 0.8046 80.46%
CYP3A4 substrate + 0.6462 64.62%
CYP2C9 substrate - 0.6176 61.76%
CYP2D6 substrate - 0.7284 72.84%
CYP3A4 inhibition - 0.6958 69.58%
CYP2C9 inhibition - 0.7244 72.44%
CYP2C19 inhibition - 0.8173 81.73%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.5900 59.00%
CYP2C8 inhibition - 0.7601 76.01%
CYP inhibitory promiscuity - 0.7465 74.65%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6688 66.88%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9623 96.23%
Skin irritation - 0.6653 66.53%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4037 40.37%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9167 91.67%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.6206 62.06%
Acute Oral Toxicity (c) III 0.6364 63.64%
Estrogen receptor binding + 0.6917 69.17%
Androgen receptor binding + 0.6873 68.73%
Thyroid receptor binding + 0.6195 61.95%
Glucocorticoid receptor binding + 0.8102 81.02%
Aromatase binding + 0.7099 70.99%
PPAR gamma - 0.5866 58.66%
Honey bee toxicity - 0.8632 86.32%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9628 96.28%

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 94.15% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.07% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.21% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.82% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.54% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.52% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.89% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.99% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.79% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.37% 90.71%
CHEMBL2581 P07339 Cathepsin D 81.97% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.90% 89.00%

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.
There are no matching plants.

Cross-Links

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PubChem 13855381
LOTUS LTS0139378
wikiData Q82430860