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(2R,8S,10S,12R,13S,14S,16S,17S,19R,20S,21R,22S)-16,21-dihydroxy-22-methoxy-5,13,20,25-tetramethyl-9-methylidene-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-triene-4,24-dione

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 ad4b3a2e-e765-4df0-9345-85fdc9a3ec29
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,8S,10S,12R,13S,14S,16S,17S,19R,20S,21R,22S)-16,21-dihydroxy-22-methoxy-5,13,20,25-tetramethyl-9-methylidene-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-triene-4,24-dione
SMILES (Canonical) CC1=C2CC3C(=C)C4CC4C3(C5C2(C6=C7C(C8CC8C7(C5)O)(C(C9(C6=C(C(=O)O9)C)OC)O)C)OC1=O)C
SMILES (Isomeric) CC1=C2C[C@H]3C(=C)[C@H]4C[C@H]4[C@@]3([C@H]5[C@@]2(C6=C7[C@]([C@@H]8C[C@@H]8[C@]7(C5)O)([C@H]([C@@]9(C6=C(C(=O)O9)C)OC)O)C)OC1=O)C
InChI InChI=1S/C31H34O7/c1-11-14-7-17(14)27(4)15(11)8-16-12(2)24(32)37-30(16)20(27)10-29(35)19-9-18(19)28(5)23(29)22(30)21-13(3)25(33)38-31(21,36-6)26(28)34/h14-15,17-20,26,34-35H,1,7-10H2,2-6H3/t14-,15+,17-,18-,19+,20+,26-,27-,28+,29+,30+,31+/m1/s1
InChI Key GTBLNKUNAKLOPZ-FTBTWKQCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H34O7
Molecular Weight 518.60 g/mol
Exact Mass 518.23045342 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 3.12
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,8S,10S,12R,13S,14S,16S,17S,19R,20S,21R,22S)-16,21-dihydroxy-22-methoxy-5,13,20,25-tetramethyl-9-methylidene-3,23-dioxanonacyclo[14.10.1.02,6.02,14.08,13.010,12.017,19.020,27.022,26]heptacosa-1(27),5,25-triene-4,24-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9852 98.52%
Caco-2 - 0.7290 72.90%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7194 71.94%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.8309 83.09%
OATP1B3 inhibitior + 0.8953 89.53%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7236 72.36%
P-glycoprotein inhibitior + 0.6082 60.82%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7392 73.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8741 87.41%
CYP3A4 inhibition + 0.5667 56.67%
CYP2C9 inhibition - 0.8558 85.58%
CYP2C19 inhibition - 0.8719 87.19%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8242 82.42%
CYP2C8 inhibition + 0.5630 56.30%
CYP inhibitory promiscuity - 0.9032 90.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4621 46.21%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.8956 89.56%
Skin irritation - 0.5544 55.44%
Skin corrosion - 0.9232 92.32%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4903 49.03%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.6101 61.01%
skin sensitisation - 0.8064 80.64%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5112 51.12%
Acute Oral Toxicity (c) I 0.3855 38.55%
Estrogen receptor binding + 0.7470 74.70%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding + 0.5789 57.89%
Glucocorticoid receptor binding + 0.7524 75.24%
Aromatase binding + 0.6681 66.81%
PPAR gamma + 0.7132 71.32%
Honey bee toxicity - 0.6469 64.69%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9883 98.83%

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 98.18% 91.11%
CHEMBL240 Q12809 HERG 93.42% 89.76%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.05% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.84% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.63% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.81% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 89.24% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.63% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.55% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.36% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.35% 99.23%
CHEMBL1871 P10275 Androgen Receptor 85.02% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.41% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.46% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 83.11% 97.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.70% 97.14%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.20% 82.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.68% 96.61%

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.
Actinidia chinensis var. deliciosa
Lepidium apetalum

Cross-Links

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PubChem 54671618
NPASS NPC27335