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(4aR,8R,8aS)-8-[[(1S,4aS,8aS)-1-hydroxy-5,5,8a-trimethyl-2-methylidene-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione

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 82951a01-38aa-4e6c-8a6f-88a548b79b03
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (4aR,8R,8aS)-8-[[(1S,4aS,8aS)-1-hydroxy-5,5,8a-trimethyl-2-methylidene-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
SMILES (Canonical) CC1=CCC2C(=O)C(=CC(=O)C2(C1CC3(C(=C)C(=O)CC4C3(CCCC4(C)C)C)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
SMILES (Isomeric) CC1=CC[C@H]2C(=O)C(=CC(=O)[C@]2([C@@H]1C[C@]3(C(=C)C(=O)C[C@@H]4[C@@]3(CCCC4(C)C)C)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
InChI InChI=1S/C36H40O9/c1-18-8-9-21-32(42)27(44-6)16-29(41)36(21,30-15-25(40)31-24(39)12-20(37)13-26(31)45-30)22(18)17-35(43)19(2)23(38)14-28-33(3,4)10-7-11-34(28,35)5/h8,12-13,15-16,21-22,28,37,39,43H,2,7,9-11,14,17H2,1,3-6H3/t21-,22+,28-,34-,35+,36-/m0/s1
InChI Key YDNJPPNAMOXTDQ-HIKWZQKJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H40O9
Molecular Weight 616.70 g/mol
Exact Mass 616.26723285 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aR,8R,8aS)-8-[[(1S,4aS,8aS)-1-hydroxy-5,5,8a-trimethyl-2-methylidene-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9697 96.97%
Caco-2 - 0.8194 81.94%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6785 67.85%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.8097 80.97%
OATP1B3 inhibitior + 0.8723 87.23%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9786 97.86%
P-glycoprotein inhibitior + 0.7634 76.34%
P-glycoprotein substrate + 0.6461 64.61%
CYP3A4 substrate + 0.7192 71.92%
CYP2C9 substrate - 0.7819 78.19%
CYP2D6 substrate - 0.8680 86.80%
CYP3A4 inhibition + 0.7034 70.34%
CYP2C9 inhibition - 0.6222 62.22%
CYP2C19 inhibition - 0.5286 52.86%
CYP2D6 inhibition - 0.8869 88.69%
CYP1A2 inhibition - 0.6250 62.50%
CYP2C8 inhibition + 0.8286 82.86%
CYP inhibitory promiscuity - 0.7588 75.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7290 72.90%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.7083 70.83%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3876 38.76%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5661 56.61%
skin sensitisation - 0.8328 83.28%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8783 87.83%
Acute Oral Toxicity (c) I 0.4278 42.78%
Estrogen receptor binding + 0.8005 80.05%
Androgen receptor binding + 0.7608 76.08%
Thyroid receptor binding + 0.6033 60.33%
Glucocorticoid receptor binding + 0.8372 83.72%
Aromatase binding + 0.7474 74.74%
PPAR gamma + 0.7204 72.04%
Honey bee toxicity - 0.6195 61.95%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9967 99.67%

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 99.55% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 98.69% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.89% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.77% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.12% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.03% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.43% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.39% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 90.24% 94.75%
CHEMBL3194 P02766 Transthyretin 88.18% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.18% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.44% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.45% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.32% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.22% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.81% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.77% 90.71%
CHEMBL233 P35372 Mu opioid receptor 84.39% 97.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.34% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.15% 97.28%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.19% 96.09%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.98% 82.38%

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.
Dichrostachys cinerea

Cross-Links

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PubChem 44557218
LOTUS LTS0159506
wikiData Q105346845