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[(2R,4aS,4bR,8aS,9R,10aS)-2-hydroxy-2-[(1S,2R)-2-hydroxy-4-methyl-5-oxocyclohex-3-en-1-yl]-4b,8,8,10a-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-9-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 cced3453-3117-48ec-960a-6b51c1fc85f9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(2R,4aS,4bR,8aS,9R,10aS)-2-hydroxy-2-[(1S,2R)-2-hydroxy-4-methyl-5-oxocyclohex-3-en-1-yl]-4b,8,8,10a-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-9-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H42O5/c1-16-12-20(30)18(13-19(16)29)27(31)11-8-22-25(5,15-27)14-21(32-17(2)28)23-24(3,4)9-7-10-26(22,23)6/h12,18,20-23,30-31H,7-11,13-15H2,1-6H3/t18-,20+,21+,22-,23-,25-,26+,27+/m0/s1
InChI Key DSZZAWMJNZOMHU-IWNJVDBKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O5
Molecular Weight 446.60 g/mol
Exact Mass 446.30322444 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.59
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,4aS,4bR,8aS,9R,10aS)-2-hydroxy-2-[(1S,2R)-2-hydroxy-4-methyl-5-oxocyclohex-3-en-1-yl]-4b,8,8,10a-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-9-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 + 0.9870 98.70%
Caco-2 - 0.6128 61.28%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8519 85.19%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior - 0.4332 43.32%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.8896 88.96%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6650 66.50%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9105 91.05%
CYP3A4 inhibition - 0.7779 77.79%
CYP2C9 inhibition - 0.7926 79.26%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.9532 95.32%
CYP1A2 inhibition - 0.8649 86.49%
CYP2C8 inhibition - 0.6043 60.43%
CYP inhibitory promiscuity - 0.9148 91.48%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9843 98.43%
Carcinogenicity (trinary) Non-required 0.6505 65.05%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9404 94.04%
Skin irritation + 0.5057 50.57%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis - 0.7770 77.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5313 53.13%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6934 69.34%
skin sensitisation - 0.6708 67.08%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.5628 56.28%
Acute Oral Toxicity (c) I 0.7055 70.55%
Estrogen receptor binding + 0.8287 82.87%
Androgen receptor binding + 0.6571 65.71%
Thyroid receptor binding + 0.5714 57.14%
Glucocorticoid receptor binding + 0.8295 82.95%
Aromatase binding + 0.7429 74.29%
PPAR gamma + 0.6760 67.60%
Honey bee toxicity - 0.7624 76.24%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9972 99.72%

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 96.32% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.09% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.35% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.32% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.42% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 90.42% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.36% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.21% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.81% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.04% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.58% 94.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.57% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.53% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.25% 93.04%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.49% 85.30%
CHEMBL1902 P62942 FK506-binding protein 1A 84.14% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.91% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.64% 82.69%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.42% 93.03%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.11% 94.08%
CHEMBL340 P08684 Cytochrome P450 3A4 80.79% 91.19%
CHEMBL259 P32245 Melanocortin receptor 4 80.02% 95.38%

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.
There are no matching plants.

Cross-Links

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PubChem 10049249
LOTUS LTS0118722
wikiData Q104988151