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[3,4,5-trihydroxy-6-(3-methoxy-5,7-dimethylnaphthalen-2-yl)oxyoxan-2-yl]methyl 7-ethyl-1,1,7-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-4a-carboxylate

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 bb206735-8e12-466e-94b4-068d04faafb7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [3,4,5-trihydroxy-6-(3-methoxy-5,7-dimethylnaphthalen-2-yl)oxyoxan-2-yl]methyl 7-ethyl-1,1,7-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-4a-carboxylate
SMILES (Canonical) CCC1(CCC2C(C1)CCC3C2(CCCC3(C)C)C(=O)OCC4C(C(C(C(O4)OC5=CC6=CC(=CC(=C6C=C5OC)C)C)O)O)O)C
SMILES (Isomeric) CCC1(CCC2C(C1)CCC3C2(CCCC3(C)C)C(=O)OCC4C(C(C(C(O4)OC5=CC6=CC(=CC(=C6C=C5OC)C)C)O)O)O)C
InChI InChI=1S/C39H56O8/c1-8-38(6)15-12-27-24(20-38)10-11-31-37(4,5)13-9-14-39(27,31)36(43)45-21-30-32(40)33(41)34(42)35(47-30)46-29-18-25-17-22(2)16-23(3)26(25)19-28(29)44-7/h16-19,24,27,30-35,40-42H,8-15,20-21H2,1-7H3
InChI Key NXJZBMCVJSZPES-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H56O8
Molecular Weight 652.90 g/mol
Exact Mass 652.39751874 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 8.70
Atomic LogP (AlogP) 6.63
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,4,5-trihydroxy-6-(3-methoxy-5,7-dimethylnaphthalen-2-yl)oxyoxan-2-yl]methyl 7-ethyl-1,1,7-trimethyl-3,4,4b,5,6,8,8a,9,10,10a-decahydro-2H-phenanthrene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8562 85.62%
Caco-2 - 0.8345 83.45%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8306 83.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8426 84.26%
OATP1B3 inhibitior + 0.8479 84.79%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8879 88.79%
P-glycoprotein inhibitior + 0.7493 74.93%
P-glycoprotein substrate + 0.5125 51.25%
CYP3A4 substrate + 0.7194 71.94%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8144 81.44%
CYP3A4 inhibition - 0.7342 73.42%
CYP2C9 inhibition - 0.7680 76.80%
CYP2C19 inhibition - 0.7083 70.83%
CYP2D6 inhibition - 0.9263 92.63%
CYP1A2 inhibition + 0.6087 60.87%
CYP2C8 inhibition + 0.8190 81.90%
CYP inhibitory promiscuity - 0.8582 85.82%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7281 72.81%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9303 93.03%
Skin irritation - 0.8037 80.37%
Skin corrosion - 0.9567 95.67%
Ames mutagenesis - 0.6308 63.08%
Human Ether-a-go-go-Related Gene inhibition - 0.4032 40.32%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6419 64.19%
skin sensitisation - 0.9108 91.08%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9592 95.92%
Acute Oral Toxicity (c) III 0.5762 57.62%
Estrogen receptor binding + 0.8257 82.57%
Androgen receptor binding + 0.7057 70.57%
Thyroid receptor binding + 0.5217 52.17%
Glucocorticoid receptor binding + 0.7676 76.76%
Aromatase binding + 0.7286 72.86%
PPAR gamma + 0.7138 71.38%
Honey bee toxicity - 0.7883 78.83%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9929 99.29%

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 97.45% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 97.45% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.44% 96.09%
CHEMBL220 P22303 Acetylcholinesterase 96.26% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.94% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.76% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.99% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.55% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.09% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.96% 92.62%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.89% 96.38%
CHEMBL2581 P07339 Cathepsin D 89.88% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.65% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.62% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 89.59% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.03% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.10% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.10% 89.62%
CHEMBL1937 Q92769 Histone deacetylase 2 85.35% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.91% 96.21%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.54% 93.04%
CHEMBL5028 O14672 ADAM10 84.34% 97.50%
CHEMBL1871 P10275 Androgen Receptor 83.73% 96.43%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.55% 95.83%
CHEMBL4302 P08183 P-glycoprotein 1 82.20% 92.98%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.74% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.56% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.09% 91.19%

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.
Catharanthus roseus

Cross-Links

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PubChem 74386441
LOTUS LTS0074165
wikiData Q105187224