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(3S,6S,8S,12R,15R,16R)-15-[(2R)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-oxobutan-2-yl]-3-hydroxy-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxytetracyclo[9.7.0.03,8.012,16]octadeca-1(18),10-dien-14-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 3a5ab1af-606b-4f40-822a-660f1778d9c4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,6S,8S,12R,15R,16R)-15-[(2R)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-oxobutan-2-yl]-3-hydroxy-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxytetracyclo[9.7.0.03,8.012,16]octadeca-1(18),10-dien-14-one
SMILES (Canonical) CC(CC(=O)C1C(O1)(C)C)C2C(=O)CC3(C2(CC=C4C3=CCC5C(C(CCC5(C4)O)OC6C(C(C(CO6)O)O)O)(C)C)C)C
SMILES (Isomeric) C[C@H](CC(=O)[C@H]1C(O1)(C)C)[C@H]2C(=O)C[C@@]3([C@@]2(CC=C4C3=CC[C@@H]5[C@@](C4)(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)C)C
InChI InChI=1S/C35H52O9/c1-18(14-21(36)29-32(4,5)44-29)26-22(37)16-34(7)20-8-9-24-31(2,3)25(43-30-28(40)27(39)23(38)17-42-30)11-13-35(24,41)15-19(20)10-12-33(26,34)6/h8,10,18,23-30,38-41H,9,11-17H2,1-7H3/t18-,23-,24+,25+,26+,27+,28-,29+,30+,33-,34+,35+/m1/s1
InChI Key XFPBNXYKZXOJNP-FXDNHWGZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H52O9
Molecular Weight 616.80 g/mol
Exact Mass 616.36113323 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,6S,8S,12R,15R,16R)-15-[(2R)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-oxobutan-2-yl]-3-hydroxy-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxytetracyclo[9.7.0.03,8.012,16]octadeca-1(18),10-dien-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8871 88.71%
Caco-2 - 0.8259 82.59%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8217 82.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8390 83.90%
OATP1B3 inhibitior + 0.9015 90.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6558 65.58%
BSEP inhibitior + 0.6007 60.07%
P-glycoprotein inhibitior + 0.7443 74.43%
P-glycoprotein substrate + 0.5453 54.53%
CYP3A4 substrate + 0.7190 71.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8757 87.57%
CYP3A4 inhibition - 0.8543 85.43%
CYP2C9 inhibition - 0.6597 65.97%
CYP2C19 inhibition - 0.8873 88.73%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8679 86.79%
CYP2C8 inhibition + 0.6720 67.20%
CYP inhibitory promiscuity - 0.9431 94.31%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6347 63.47%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9292 92.92%
Skin irritation - 0.5372 53.72%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3697 36.97%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5694 56.94%
skin sensitisation - 0.8745 87.45%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.4498 44.98%
Acute Oral Toxicity (c) III 0.4337 43.37%
Estrogen receptor binding + 0.6997 69.97%
Androgen receptor binding + 0.7407 74.07%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7039 70.39%
Aromatase binding + 0.6809 68.09%
PPAR gamma + 0.6651 66.51%
Honey bee toxicity - 0.7080 70.80%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9852 98.52%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.40% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.86% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.04% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.24% 96.77%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.66% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.42% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 90.02% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 87.14% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.85% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.05% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.04% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.87% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.60% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.81% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.50% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.97% 96.47%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.71% 95.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.00% 97.28%

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.
Actaea cimicifuga

Cross-Links

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PubChem 118714764
LOTUS LTS0133012
wikiData Q105327146