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[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-3-hydroxy-15-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbut-2-enoate

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 7cb9682e-a041-4e27-8522-a7465482c7c3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1S,2R,3R,5R,7R,10S,11R,14R,15S)-3-hydroxy-15-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbut-2-enoate
SMILES (Canonical) CC(=CC(=O)OC1CCC2(C3CCC45CC4(C3(C(CC2C1(C)C)O)C)CCC5C6CC(C(OC6)C(C)(C)O)O)C)C
SMILES (Isomeric) CC(=CC(=O)O[C@@H]1CC[C@@]2([C@H]3CC[C@]45C[C@@]4([C@@]3([C@@H](C[C@H]2C1(C)C)O)C)CC[C@H]5[C@@H]6C[C@H]([C@@H](OC6)C(C)(C)O)O)C)C
InChI InChI=1S/C35H56O6/c1-20(2)15-28(38)41-27-11-12-32(7)24-10-13-34-19-35(34,33(24,8)26(37)17-25(32)30(27,3)4)14-9-22(34)21-16-23(36)29(40-18-21)31(5,6)39/h15,21-27,29,36-37,39H,9-14,16-19H2,1-8H3/t21-,22+,23-,24-,25+,26-,27-,29-,32-,33+,34-,35-/m1/s1
InChI Key YCCFXBWQIJILPG-XXPURIHBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H56O6
Molecular Weight 572.80 g/mol
Exact Mass 572.40768950 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 7.30
Atomic LogP (AlogP) 5.81
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,5R,7R,10S,11R,14R,15S)-3-hydroxy-15-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9519 95.19%
Caco-2 - 0.7753 77.53%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7643 76.43%
OATP2B1 inhibitior - 0.5747 57.47%
OATP1B1 inhibitior + 0.8511 85.11%
OATP1B3 inhibitior + 0.9579 95.79%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior + 0.5965 59.65%
P-glycoprotein inhibitior + 0.7083 70.83%
P-glycoprotein substrate + 0.5393 53.93%
CYP3A4 substrate + 0.7412 74.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8962 89.62%
CYP3A4 inhibition - 0.8496 84.96%
CYP2C9 inhibition - 0.7045 70.45%
CYP2C19 inhibition - 0.8470 84.70%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition - 0.7794 77.94%
CYP2C8 inhibition + 0.6599 65.99%
CYP inhibitory promiscuity - 0.8383 83.83%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6522 65.22%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9227 92.27%
Skin irritation - 0.5678 56.78%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6768 67.68%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8051 80.51%
Acute Oral Toxicity (c) I 0.5935 59.35%
Estrogen receptor binding + 0.6691 66.91%
Androgen receptor binding + 0.7812 78.12%
Thyroid receptor binding - 0.4948 49.48%
Glucocorticoid receptor binding + 0.7006 70.06%
Aromatase binding + 0.7423 74.23%
PPAR gamma + 0.6692 66.92%
Honey bee toxicity - 0.5938 59.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9784 97.84%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.43% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.64% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.60% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.08% 96.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.20% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.34% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.11% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.81% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.71% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.58% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.05% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.84% 97.21%
CHEMBL204 P00734 Thrombin 86.04% 96.01%
CHEMBL5028 O14672 ADAM10 85.33% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.88% 92.94%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.18% 98.75%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.58% 97.28%
CHEMBL237 P41145 Kappa opioid receptor 82.93% 98.10%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.68% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.16% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.85% 90.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.77% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.30% 91.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.07% 82.69%

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.
Toona sinensis

Cross-Links

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PubChem 11706858
LOTUS LTS0217190
wikiData Q105346197