PlantaeDB Logo
Login Sign-up

(3S,6S,8S,12R,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methyl-4-oxoheptan-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

Top
Internal ID d588ea2d-2780-4b01-a6e6-3edc0793373b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,6S,8S,12R,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methyl-4-oxoheptan-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)C(C(C)(C)O)O)C1C(=O)CC2(C1(CC=C3C2=CCC4C(C(CCC4(C3)O)OC5C(C(C(CO5)O)O)O)(C)C)C)C
SMILES (Isomeric) C[C@H](CC(=O)[C@@H](C(C)(C)O)O)[C@H]1C(=O)C[C@@]2([C@@]1(CC=C3C2=CC[C@@H]4[C@@](C3)(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)C)C
InChI InChI=1S/C35H54O10/c1-18(14-21(36)29(41)32(4,5)42)26-22(37)16-34(7)20-8-9-24-31(2,3)25(45-30-28(40)27(39)23(38)17-44-30)11-13-35(24,43)15-19(20)10-12-33(26,34)6/h8,10,18,23-30,38-43H,9,11-17H2,1-7H3/t18-,23-,24+,25+,26+,27+,28-,29+,30+,33-,34+,35+/m1/s1
InChI Key GZTBZPSVFLQPMS-FXDNHWGZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C35H54O10
Molecular Weight 634.80 g/mol
Exact Mass 634.37169792 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 2.36
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,6S,8S,12R,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methyl-4-oxoheptan-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9059 90.59%
Caco-2 - 0.8259 82.59%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8512 85.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8405 84.05%
OATP1B3 inhibitior + 0.8848 88.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6850 68.50%
BSEP inhibitior + 0.6076 60.76%
P-glycoprotein inhibitior + 0.7356 73.56%
P-glycoprotein substrate + 0.5875 58.75%
CYP3A4 substrate + 0.7218 72.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8738 87.38%
CYP3A4 inhibition - 0.8550 85.50%
CYP2C9 inhibition - 0.6675 66.75%
CYP2C19 inhibition - 0.8665 86.65%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8160 81.60%
CYP2C8 inhibition + 0.6787 67.87%
CYP inhibitory promiscuity - 0.9336 93.36%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6981 69.81%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9264 92.64%
Skin irritation + 0.5172 51.72%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7165 71.65%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5856 58.56%
skin sensitisation - 0.8966 89.66%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6618 66.18%
Acute Oral Toxicity (c) III 0.5544 55.44%
Estrogen receptor binding + 0.7063 70.63%
Androgen receptor binding + 0.7349 73.49%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6757 67.57%
Aromatase binding + 0.6650 66.50%
PPAR gamma + 0.6679 66.79%
Honey bee toxicity - 0.7267 72.67%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9876 98.76%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.73% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.38% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.07% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.61% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.72% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.60% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.71% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.44% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.38% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 87.34% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.50% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.26% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.10% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.99% 95.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.59% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.36% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.12% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.05% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.62% 90.08%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.39% 85.31%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.09% 92.88%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.92% 100.00%
CHEMBL5028 O14672 ADAM10 82.16% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.33% 89.50%

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.
Actaea cimicifuga

Cross-Links

Top
PubChem 118714762
LOTUS LTS0109362
wikiData Q105024594