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[(3bS,6S,7R,9aR)-3b,6-bis(hydroxymethyl)-6,9a-dimethyl-8-oxo-4,5,5a,7,9,9b,10,11-octahydronaphtho[2,1-e][2]benzofuran-7-yl] acetate

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 66a37148-7a89-48b1-a56d-7203b58aa7c7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Isocopalane and spongiane diterpenoids
IUPAC Name [(3bS,6S,7R,9aR)-3b,6-bis(hydroxymethyl)-6,9a-dimethyl-8-oxo-4,5,5a,7,9,9b,10,11-octahydronaphtho[2,1-e][2]benzofuran-7-yl] acetate
SMILES (Canonical) CC(=O)OC1C(=O)CC2(C3CCC4=COC=C4C3(CCC2C1(C)CO)CO)C
SMILES (Isomeric) CC(=O)O[C@H]1C(=O)C[C@@]2(C3CCC4=COC=C4[C@@]3(CCC2[C@@]1(C)CO)CO)C
InChI InChI=1S/C22H30O6/c1-13(25)28-19-16(26)8-20(2)17(21(19,3)11-23)6-7-22(12-24)15-10-27-9-14(15)4-5-18(20)22/h9-10,17-19,23-24H,4-8,11-12H2,1-3H3/t17?,18?,19-,20-,21+,22+/m0/s1
InChI Key YWYAJYJCXAGBCV-CQKHRQFZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H30O6
Molecular Weight 390.50 g/mol
Exact Mass 390.20423867 g/mol
Topological Polar Surface Area (TPSA) 97.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.39
H-Bond Acceptor 6
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 [(3bS,6S,7R,9aR)-3b,6-bis(hydroxymethyl)-6,9a-dimethyl-8-oxo-4,5,5a,7,9,9b,10,11-octahydronaphtho[2,1-e][2]benzofuran-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9463 94.63%
Caco-2 - 0.5944 59.44%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8363 83.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7887 78.87%
OATP1B3 inhibitior + 0.9008 90.08%
MATE1 inhibitior - 0.8812 88.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8173 81.73%
P-glycoprotein inhibitior - 0.5699 56.99%
P-glycoprotein substrate - 0.7813 78.13%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 0.6007 60.07%
CYP2D6 substrate - 0.8221 82.21%
CYP3A4 inhibition - 0.5618 56.18%
CYP2C9 inhibition - 0.7410 74.10%
CYP2C19 inhibition - 0.7444 74.44%
CYP2D6 inhibition - 0.9638 96.38%
CYP1A2 inhibition - 0.6961 69.61%
CYP2C8 inhibition + 0.4520 45.20%
CYP inhibitory promiscuity - 0.8211 82.11%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6040 60.40%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9462 94.62%
Skin irritation - 0.7244 72.44%
Skin corrosion - 0.9597 95.97%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4397 43.97%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6072 60.72%
skin sensitisation - 0.9519 95.19%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6674 66.74%
Acute Oral Toxicity (c) III 0.4361 43.61%
Estrogen receptor binding + 0.7933 79.33%
Androgen receptor binding + 0.6690 66.90%
Thyroid receptor binding - 0.5148 51.48%
Glucocorticoid receptor binding + 0.7954 79.54%
Aromatase binding + 0.6598 65.98%
PPAR gamma - 0.5733 57.33%
Honey bee toxicity - 0.7788 77.88%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6156 61.56%
Fish aquatic toxicity + 0.9868 98.68%

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 98.08% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.81% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.66% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.50% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.46% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.84% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.63% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.16% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.06% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.18% 95.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.99% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.43% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 83.31% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.10% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.38% 92.62%
CHEMBL2581 P07339 Cathepsin D 81.00% 98.95%
CHEMBL5028 O14672 ADAM10 80.88% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.77% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.38% 96.77%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.06% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.00% 99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21774649
LOTUS LTS0162538
wikiData Q105367436