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[(1S,2S,4S,5R,9R,10R,13R,14S,15S,17S)-15-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-9-(furan-3-yl)-1-hydroxy-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] 2-methylpropanoate

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 7016dbc1-8ddb-43ff-aa3a-8cf782cff1e0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2S,4S,5R,9R,10R,13R,14S,15S,17S)-15-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-9-(furan-3-yl)-1-hydroxy-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C(C(C2(C3CCC4(C(C35C(C1(C2=O)O)O5)CC(=O)OC4C6=COC=C6)C)C)C(C(=O)OC)OC(=O)C)(C)C
SMILES (Isomeric) CC(C)C(=O)O[C@@H]1[C@@]2([C@H]3[C@@]4(O3)[C@H](CC[C@@]5([C@H]4CC(=O)O[C@H]5C6=COC=C6)C)[C@@](C2=O)([C@H](C1(C)C)[C@H](C(=O)OC)OC(=O)C)C)O
InChI InChI=1S/C33H42O12/c1-15(2)24(36)44-27-29(4,5)22(21(25(37)40-8)42-16(3)34)31(7)18-9-11-30(6)19(33(18)28(45-33)32(27,39)26(31)38)13-20(35)43-23(30)17-10-12-41-14-17/h10,12,14-15,18-19,21-23,27-28,39H,9,11,13H2,1-8H3/t18-,19-,21-,22+,23+,27+,28+,30-,31-,32+,33-/m1/s1
InChI Key NBEGFUHGXDAIPD-GLTAAJJISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H42O12
Molecular Weight 630.70 g/mol
Exact Mass 630.26762677 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4S,5R,9R,10R,13R,14S,15S,17S)-15-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-9-(furan-3-yl)-1-hydroxy-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9613 96.13%
Caco-2 - 0.8084 80.84%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7765 77.65%
OATP2B1 inhibitior - 0.5758 57.58%
OATP1B1 inhibitior - 0.3709 37.09%
OATP1B3 inhibitior + 0.9305 93.05%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9098 90.98%
P-glycoprotein inhibitior + 0.7951 79.51%
P-glycoprotein substrate + 0.6520 65.20%
CYP3A4 substrate + 0.7327 73.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8435 84.35%
CYP3A4 inhibition + 0.7347 73.47%
CYP2C9 inhibition - 0.8040 80.40%
CYP2C19 inhibition - 0.8282 82.82%
CYP2D6 inhibition - 0.9341 93.41%
CYP1A2 inhibition - 0.8515 85.15%
CYP2C8 inhibition + 0.6956 69.56%
CYP inhibitory promiscuity - 0.9586 95.86%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5683 56.83%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8772 87.72%
Skin irritation - 0.7284 72.84%
Skin corrosion - 0.9023 90.23%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4422 44.22%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5197 51.97%
skin sensitisation - 0.8694 86.94%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6110 61.10%
Acute Oral Toxicity (c) I 0.3439 34.39%
Estrogen receptor binding + 0.8103 81.03%
Androgen receptor binding + 0.7397 73.97%
Thyroid receptor binding + 0.5968 59.68%
Glucocorticoid receptor binding + 0.7972 79.72%
Aromatase binding + 0.6810 68.10%
PPAR gamma + 0.7811 78.11%
Honey bee toxicity - 0.6335 63.35%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9795 97.95%

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 99.17% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.78% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.18% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.64% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.15% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.59% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.23% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.96% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.57% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.49% 95.89%
CHEMBL3038469 P24941 CDK2/Cyclin A 88.70% 91.38%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.16% 95.71%
CHEMBL2996 Q05655 Protein kinase C delta 87.92% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 87.03% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.40% 97.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.05% 91.24%
CHEMBL3524 P56524 Histone deacetylase 4 82.61% 92.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.13% 95.56%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.57% 94.00%
CHEMBL5028 O14672 ADAM10 80.54% 97.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.48% 89.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.36% 93.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.00% 94.00%

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.
Swietenia humilis

Cross-Links

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PubChem 101680402
LOTUS LTS0031191
wikiData Q105176724