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(5R,7S,8R)-7-methoxy-3-methyl-8-[(1S,3S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-6-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-enyl]-1,6-dioxaspiro[4.4]non-3-en-2-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

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Internal ID b7fcb673-88a3-40db-8838-f9ffa41fff5b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (5R,7S,8R)-7-methoxy-3-methyl-8-[(1S,3S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-6-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-enyl]-1,6-dioxaspiro[4.4]non-3-en-2-one
SMILES (Canonical) CC1=CC2(CC(C(O2)OC)C3CCC4(C3(CCC56C4CCC7C5(C6)C=CC(=O)C7(C)C)C)C)OC1=O
SMILES (Isomeric) CC1=C[C@@]2(C[C@@H]([C@H](O2)OC)[C@H]3CC[C@@]4([C@@]3(CC[C@]56[C@H]4CC[C@@H]7[C@]5(C6)C=CC(=O)C7(C)C)C)C)OC1=O
InChI InChI=1S/C31H42O5/c1-18-15-31(35-24(18)33)16-19(25(34-6)36-31)20-9-11-28(5)22-8-7-21-26(2,3)23(32)10-12-29(21)17-30(22,29)14-13-27(20,28)4/h10,12,15,19-22,25H,7-9,11,13-14,16-17H2,1-6H3/t19-,20-,21+,22+,25+,27-,28+,29-,30+,31-/m1/s1
InChI Key BITNKCGZAOAJNA-CTOJUNPXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H42O5
Molecular Weight 494.70 g/mol
Exact Mass 494.30322444 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 6.90
Atomic LogP (AlogP) 5.98
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,7S,8R)-7-methoxy-3-methyl-8-[(1S,3S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-6-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-enyl]-1,6-dioxaspiro[4.4]non-3-en-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 - 0.6619 66.19%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7691 76.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8647 86.47%
OATP1B3 inhibitior + 0.9385 93.85%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9540 95.40%
P-glycoprotein inhibitior + 0.7518 75.18%
P-glycoprotein substrate - 0.5737 57.37%
CYP3A4 substrate + 0.7316 73.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8852 88.52%
CYP3A4 inhibition - 0.5782 57.82%
CYP2C9 inhibition - 0.7360 73.60%
CYP2C19 inhibition - 0.7678 76.78%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition - 0.7571 75.71%
CYP2C8 inhibition + 0.7760 77.60%
CYP inhibitory promiscuity - 0.7867 78.67%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5193 51.93%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9329 93.29%
Skin irritation - 0.6589 65.89%
Skin corrosion - 0.9084 90.84%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7214 72.14%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.6143 61.43%
skin sensitisation - 0.7895 78.95%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6338 63.38%
Acute Oral Toxicity (c) III 0.3083 30.83%
Estrogen receptor binding + 0.8107 81.07%
Androgen receptor binding + 0.7752 77.52%
Thyroid receptor binding + 0.6772 67.72%
Glucocorticoid receptor binding + 0.8236 82.36%
Aromatase binding + 0.8331 83.31%
PPAR gamma + 0.6718 67.18%
Honey bee toxicity - 0.7206 72.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9955 99.55%

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 95.95% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.25% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.44% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.27% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.88% 97.09%
CHEMBL1871 P10275 Androgen Receptor 90.68% 96.43%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.89% 93.99%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.27% 100.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 87.07% 99.18%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.85% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.55% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.37% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.10% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 85.86% 94.75%
CHEMBL4208 P20618 Proteasome component C5 84.57% 90.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.30% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.94% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.33% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.11% 89.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.91% 90.24%
CHEMBL2581 P07339 Cathepsin D 80.83% 98.95%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.77% 82.38%
CHEMBL3820 P35557 Hexokinase type IV 80.45% 91.96%

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.
Kleinhovia hospita

Cross-Links

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PubChem 44178847
LOTUS LTS0169899
wikiData Q104936772