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(1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-hydroxy-11-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

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 1971e7f9-1cba-43f4-a983-bd83910f4550
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-hydroxy-11-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)OC(=O)C=CC6=CC=C(C=C6)O)C)C)C2C1C)C)C(=O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O)OC(=O)/C=C/C6=CC=C(C=C6)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O
InChI InChI=1S/C39H54O6/c1-23-16-19-39(34(43)44)21-20-37(6)27(32(39)24(23)2)13-14-30-36(5)22-28(33(42)35(3,4)29(36)17-18-38(30,37)7)45-31(41)15-10-25-8-11-26(40)12-9-25/h8-13,15,23-24,28-30,32-33,40,42H,14,16-22H2,1-7H3,(H,43,44)/b15-10+/t23-,24+,28-,29+,30-,32+,33+,36+,37-,38-,39+/m1/s1
InChI Key LPLNPAQMNWFTAI-SVRRIJHPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H54O6
Molecular Weight 618.80 g/mol
Exact Mass 618.39203944 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 8.70
Atomic LogP (AlogP) 8.03
H-Bond Acceptor 5
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,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-hydroxy-11-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9934 99.34%
Caco-2 - 0.8134 81.34%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8874 88.74%
OATP2B1 inhibitior - 0.5727 57.27%
OATP1B1 inhibitior + 0.8414 84.14%
OATP1B3 inhibitior - 0.6175 61.75%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior + 0.9655 96.55%
P-glycoprotein inhibitior + 0.7285 72.85%
P-glycoprotein substrate - 0.5589 55.89%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8772 87.72%
CYP3A4 inhibition - 0.7565 75.65%
CYP2C9 inhibition - 0.7568 75.68%
CYP2C19 inhibition - 0.7239 72.39%
CYP2D6 inhibition - 0.9220 92.20%
CYP1A2 inhibition + 0.5694 56.94%
CYP2C8 inhibition + 0.8495 84.95%
CYP inhibitory promiscuity - 0.8478 84.78%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9343 93.43%
Carcinogenicity (trinary) Non-required 0.6343 63.43%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.9292 92.92%
Skin irritation - 0.5507 55.07%
Skin corrosion - 0.9586 95.86%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3743 37.43%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6027 60.27%
skin sensitisation - 0.7095 70.95%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6970 69.70%
Acute Oral Toxicity (c) III 0.5735 57.35%
Estrogen receptor binding + 0.8068 80.68%
Androgen receptor binding + 0.7837 78.37%
Thyroid receptor binding + 0.5907 59.07%
Glucocorticoid receptor binding + 0.8063 80.63%
Aromatase binding + 0.7274 72.74%
PPAR gamma + 0.7211 72.11%
Honey bee toxicity - 0.7180 71.80%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 1.0000 100.00%

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 97.14% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.36% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.36% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.30% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.82% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.14% 90.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.90% 91.71%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.70% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.37% 94.08%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.68% 94.23%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.16% 94.97%
CHEMBL340 P08684 Cytochrome P450 3A4 85.12% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.81% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.07% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.04% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.18% 98.95%
CHEMBL206 P03372 Estrogen receptor alpha 82.46% 97.64%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.80% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 81.64% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.24% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.23% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.94% 100.00%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.46% 97.53%

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.
Psidium guajava

Cross-Links

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PubChem 10100394
LOTUS LTS0020421
wikiData Q105155225