PlantaeDB Logo
Login Sign-up

methyl (1R,3S,4aR,4bS,6R,8aR,10aR)-3-acetyloxy-6-[(2S,3R,4S,5R)-3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl]-4b,10a-dimethyl-4,8-dioxo-1,2,3,4a,5,6,7,8a,9,10-decahydrophenanthrene-1-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

Top
Internal ID e4eb56fc-feb1-4ffc-a9c4-d4924778bdf9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name methyl (1R,3S,4aR,4bS,6R,8aR,10aR)-3-acetyloxy-6-[(2S,3R,4S,5R)-3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl]-4b,10a-dimethyl-4,8-dioxo-1,2,3,4a,5,6,7,8a,9,10-decahydrophenanthrene-1-carboxylate
SMILES (Canonical) CC(=O)OC1CC(C2(CCC3C(=O)CC(CC3(C2C1=O)C)C4(C(C(OC4OC)OC)O)O)C)C(=O)OC
SMILES (Isomeric) CC(=O)O[C@H]1C[C@H]([C@@]2(CC[C@H]3C(=O)C[C@@H](C[C@@]3([C@H]2C1=O)C)[C@]4([C@@H]([C@@H](O[C@@H]4OC)OC)O)O)C)C(=O)OC
InChI InChI=1S/C26H38O11/c1-12(27)36-17-10-15(21(31)33-4)24(2)8-7-14-16(28)9-13(11-25(14,3)19(24)18(17)29)26(32)20(30)22(34-5)37-23(26)35-6/h13-15,17,19-20,22-23,30,32H,7-11H2,1-6H3/t13-,14-,15-,17-,19-,20+,22+,23-,24-,25-,26+/m0/s1
InChI Key ODBHOLKTMJCQDG-RRQPKOPKSA-N
Popularity 4 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H38O11
Molecular Weight 526.60 g/mol
Exact Mass 526.24141202 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.77
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
BDBM50027233

2D Structure

Top
2D Structure of methyl (1R,3S,4aR,4bS,6R,8aR,10aR)-3-acetyloxy-6-[(2S,3R,4S,5R)-3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl]-4b,10a-dimethyl-4,8-dioxo-1,2,3,4a,5,6,7,8a,9,10-decahydrophenanthrene-1-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9355 93.55%
Caco-2 - 0.7090 70.90%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7883 78.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8079 80.79%
OATP1B3 inhibitior + 0.8665 86.65%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.5834 58.34%
P-glycoprotein inhibitior + 0.6739 67.39%
P-glycoprotein substrate + 0.6431 64.31%
CYP3A4 substrate + 0.7231 72.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8881 88.81%
CYP3A4 inhibition - 0.6998 69.98%
CYP2C9 inhibition - 0.8090 80.90%
CYP2C19 inhibition - 0.8004 80.04%
CYP2D6 inhibition - 0.9650 96.50%
CYP1A2 inhibition - 0.7024 70.24%
CYP2C8 inhibition - 0.5930 59.30%
CYP inhibitory promiscuity - 0.9697 96.97%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5956 59.56%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.6152 61.52%
Skin corrosion - 0.8957 89.57%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5478 54.78%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6593 65.93%
skin sensitisation - 0.9165 91.65%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.7460 74.60%
Acute Oral Toxicity (c) I 0.4247 42.47%
Estrogen receptor binding + 0.7741 77.41%
Androgen receptor binding + 0.7213 72.13%
Thyroid receptor binding - 0.5435 54.35%
Glucocorticoid receptor binding + 0.6772 67.72%
Aromatase binding + 0.6776 67.76%
PPAR gamma + 0.6173 61.73%
Honey bee toxicity - 0.6629 66.29%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5849 58.49%
Fish aquatic toxicity + 0.9761 97.61%

Targets

Top

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 97.91% 91.11%
CHEMBL237 P41145 Kappa opioid receptor 97.55% 98.10%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.70% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.70% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.55% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.08% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.80% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.42% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 86.25% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.74% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.61% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.09% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.97% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.93% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.84% 92.62%
CHEMBL299 P17252 Protein kinase C alpha 83.27% 98.03%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.37% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.07% 82.69%
CHEMBL2581 P07339 Cathepsin D 81.67% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.81% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.68% 97.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.43% 95.50%

Plants that contains it

Top
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.
Salvia divinorum

Cross-Links

Top
PubChem 71454521
LOTUS LTS0041662
wikiData Q105189703