PlantaeDB Logo
Login Sign-up

(5aR,6R,7S,9aR)-6-[(2Z)-2-[(1R,3aR,8aR)-1,4,4,6-tetramethyl-1-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,3a,6,7,8,8a-hexahydro-2H-azulen-5-ylidene]ethyl]-7-hydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydrobenzo[b]oxepin-3-one

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 86480542-94c9-4a8a-a4bb-1040589fab27
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5aR,6R,7S,9aR)-6-[(2Z)-2-[(1R,3aR,8aR)-1,4,4,6-tetramethyl-1-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,3a,6,7,8,8a-hexahydro-2H-azulen-5-ylidene]ethyl]-7-hydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydrobenzo[b]oxepin-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H60O8/c1-20-10-11-24-23(14-19-36(24,9)44-31-30(40)29(39)28(38)21(2)42-31)32(3,4)22(20)12-13-25-34(7)17-15-26(37)33(5,6)43-27(34)16-18-35(25,8)41/h12,20-21,23-25,27-31,38-41H,10-11,13-19H2,1-9H3/b22-12-/t20?,21-,23+,24+,25+,27+,28-,29+,30+,31-,34+,35-,36+/m0/s1
InChI Key HNSOBKBOFOVHBX-DLIUGIQZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H60O8
Molecular Weight 620.90 g/mol
Exact Mass 620.42881887 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.08
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (5aR,6R,7S,9aR)-6-[(2Z)-2-[(1R,3aR,8aR)-1,4,4,6-tetramethyl-1-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,3a,6,7,8,8a-hexahydro-2H-azulen-5-ylidene]ethyl]-7-hydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydrobenzo[b]oxepin-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8890 88.90%
Caco-2 - 0.8238 82.38%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7122 71.22%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.8657 86.57%
OATP1B3 inhibitior + 0.7891 78.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5155 51.55%
P-glycoprotein inhibitior + 0.7219 72.19%
P-glycoprotein substrate - 0.5992 59.92%
CYP3A4 substrate + 0.7191 71.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8718 87.18%
CYP3A4 inhibition - 0.8703 87.03%
CYP2C9 inhibition - 0.7578 75.78%
CYP2C19 inhibition - 0.8143 81.43%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.8757 87.57%
CYP2C8 inhibition + 0.6439 64.39%
CYP inhibitory promiscuity - 0.9218 92.18%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6637 66.37%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9309 93.09%
Skin irritation + 0.5308 53.08%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.6008 60.08%
Human Ether-a-go-go-Related Gene inhibition - 0.3964 39.64%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6626 66.26%
skin sensitisation - 0.8381 83.81%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8662 86.62%
Acute Oral Toxicity (c) I 0.4406 44.06%
Estrogen receptor binding + 0.5456 54.56%
Androgen receptor binding + 0.6951 69.51%
Thyroid receptor binding - 0.5225 52.25%
Glucocorticoid receptor binding + 0.6847 68.47%
Aromatase binding + 0.6656 66.56%
PPAR gamma + 0.6156 61.56%
Honey bee toxicity - 0.7160 71.60%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9798 97.98%

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 97.65% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 94.76% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.21% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.74% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.98% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.51% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 91.24% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.64% 97.09%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.63% 97.53%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.32% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.40% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.00% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.42% 92.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.03% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.98% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.88% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.47% 95.89%
CHEMBL2581 P07339 Cathepsin D 82.20% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.84% 99.23%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.65% 98.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 21588164
LOTUS LTS0053666
wikiData Q105031038