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(1R,2S,4R,4aS,6aR,6aS,6bR,8aS,10S,12aR,14bS)-2-hydroxy-10-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-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 96be746c-692a-472c-8231-30e6593fab27
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2S,4R,4aS,6aR,6aS,6bR,8aS,10S,12aR,14bS)-2-hydroxy-10-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylic acid
SMILES (Canonical) CC1C2C(CCC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC=C(C=C6)O)C)C)C)C(CC1(C)O)C(=O)O
SMILES (Isomeric) C[C@@H]1[C@@H]2[C@H](CC[C@@]3(C2=CC[C@H]4[C@]3(CC[C@H]5[C@@]4(CC[C@@H](C5(C)C)OC(=O)/C=C\C6=CC=C(C=C6)O)C)C)C)[C@@H](C[C@]1(C)O)C(=O)O
InChI InChI=1S/C39H54O6/c1-23-33-26(27(34(42)43)22-39(23,7)44)16-20-37(5)28(33)13-14-30-36(4)19-18-31(35(2,3)29(36)17-21-38(30,37)6)45-32(41)15-10-24-8-11-25(40)12-9-24/h8-13,15,23,26-27,29-31,33,40,44H,14,16-22H2,1-7H3,(H,42,43)/b15-10-/t23-,26-,27-,29-,30-,31+,33-,36+,37-,38-,39+/m1/s1
InChI Key GGLVVNWUMLCEQA-FHBXSKAISA-N
Popularity 1 reference 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 8.50
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 (1R,2S,4R,4aS,6aR,6aS,6bR,8aS,10S,12aR,14bS)-2-hydroxy-10-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-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 + 0.9960 99.60%
Caco-2 - 0.8193 81.93%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8989 89.89%
OATP2B1 inhibitior - 0.7148 71.48%
OATP1B1 inhibitior + 0.7894 78.94%
OATP1B3 inhibitior - 0.5285 52.85%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.9695 96.95%
P-glycoprotein inhibitior + 0.7830 78.30%
P-glycoprotein substrate + 0.5124 51.24%
CYP3A4 substrate + 0.7206 72.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8921 89.21%
CYP3A4 inhibition - 0.7179 71.79%
CYP2C9 inhibition - 0.7773 77.73%
CYP2C19 inhibition - 0.7600 76.00%
CYP2D6 inhibition - 0.9287 92.87%
CYP1A2 inhibition - 0.5756 57.56%
CYP2C8 inhibition + 0.8240 82.40%
CYP inhibitory promiscuity - 0.8611 86.11%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9055 90.55%
Carcinogenicity (trinary) Non-required 0.6551 65.51%
Eye corrosion - 0.9951 99.51%
Eye irritation - 0.9308 93.08%
Skin irritation - 0.5274 52.74%
Skin corrosion - 0.9607 96.07%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7403 74.03%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6902 69.02%
skin sensitisation - 0.6717 67.17%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7254 72.54%
Acute Oral Toxicity (c) III 0.7090 70.90%
Estrogen receptor binding + 0.7733 77.33%
Androgen receptor binding + 0.7998 79.98%
Thyroid receptor binding + 0.5423 54.23%
Glucocorticoid receptor binding + 0.8306 83.06%
Aromatase binding + 0.7495 74.95%
PPAR gamma + 0.7510 75.10%
Honey bee toxicity - 0.7483 74.83%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5645 56.45%
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 97.33% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.27% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.82% 96.09%
CHEMBL206 P03372 Estrogen receptor alpha 93.76% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.21% 97.09%
CHEMBL242 Q92731 Estrogen receptor beta 89.84% 98.35%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.32% 94.45%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.00% 94.08%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.34% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.04% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.81% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.44% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.20% 94.62%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.41% 94.97%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.32% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.51% 91.19%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.34% 93.99%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.00% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.71% 93.00%

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.
Diospyros dendo

Cross-Links

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PubChem 163193004
LOTUS LTS0169454
wikiData Q105258999