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9-[[3-[7a-[2-(Hydroxymethyl)-3-[3-(hydroxymethyl)-6-propan-2-ylcyclohex-2-en-1-yl]prop-2-enoyl]oxy-3-oxo-5-propan-2-yl-1,3a,4,5,6,7-hexahydro-2-benzofuran-4-yl]-2-(hydroxymethyl)prop-2-enoyl]oxymethyl]-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-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 70930e2a-2451-47fa-ae1c-1ec6e59fdd46
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name 9-[[3-[7a-[2-(hydroxymethyl)-3-[3-(hydroxymethyl)-6-propan-2-ylcyclohex-2-en-1-yl]prop-2-enoyl]oxy-3-oxo-5-propan-2-yl-1,3a,4,5,6,7-hexahydro-2-benzofuran-4-yl]-2-(hydroxymethyl)prop-2-enoyl]oxymethyl]-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carboxylic acid
SMILES (Canonical) CC(C)C1CCC(=CC1C=C(CO)C(=O)OC23CCC(C(C2C(=O)OC3)C=C(CO)C(=O)OCC4(CCC(C5C4C(=O)OCC(=C5)C(=O)O)C(C)C)O)C(C)C)CO
SMILES (Isomeric) CC(C)C1CCC(=CC1C=C(CO)C(=O)OC23CCC(C(C2C(=O)OC3)C=C(CO)C(=O)OCC4(CCC(C5C4C(=O)OCC(=C5)C(=O)O)C(C)C)O)C(C)C)CO
InChI InChI=1S/C44H62O14/c1-23(2)31-8-7-26(17-45)13-27(31)14-28(18-46)40(51)58-44-12-10-33(25(5)6)35(37(44)42(53)57-22-44)15-29(19-47)39(50)56-21-43(54)11-9-32(24(3)4)34-16-30(38(48)49)20-55-41(52)36(34)43/h13-16,23-25,27,31-37,45-47,54H,7-12,17-22H2,1-6H3,(H,48,49)
InChI Key KFHAQDUENWYFDP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H62O14
Molecular Weight 815.00 g/mol
Exact Mass 814.41395665 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.70
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-[[3-[7a-[2-(Hydroxymethyl)-3-[3-(hydroxymethyl)-6-propan-2-ylcyclohex-2-en-1-yl]prop-2-enoyl]oxy-3-oxo-5-propan-2-yl-1,3a,4,5,6,7-hexahydro-2-benzofuran-4-yl]-2-(hydroxymethyl)prop-2-enoyl]oxymethyl]-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-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 + 0.9580 95.80%
Caco-2 - 0.8609 86.09%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8270 82.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8529 85.29%
OATP1B3 inhibitior + 0.9195 91.95%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9489 94.89%
P-glycoprotein inhibitior + 0.7637 76.37%
P-glycoprotein substrate + 0.6509 65.09%
CYP3A4 substrate + 0.7137 71.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9102 91.02%
CYP3A4 inhibition - 0.7576 75.76%
CYP2C9 inhibition - 0.7066 70.66%
CYP2C19 inhibition - 0.8712 87.12%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.8948 89.48%
CYP2C8 inhibition + 0.5889 58.89%
CYP inhibitory promiscuity - 0.8950 89.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4479 44.79%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9076 90.76%
Skin irritation - 0.5549 55.49%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4184 41.84%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.6181 61.81%
skin sensitisation - 0.8805 88.05%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6420 64.20%
Acute Oral Toxicity (c) III 0.4220 42.20%
Estrogen receptor binding + 0.8356 83.56%
Androgen receptor binding + 0.7648 76.48%
Thyroid receptor binding + 0.5593 55.93%
Glucocorticoid receptor binding + 0.7190 71.90%
Aromatase binding + 0.6271 62.71%
PPAR gamma + 0.7700 77.00%
Honey bee toxicity - 0.6926 69.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9681 96.81%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.80% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.15% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.45% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.95% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.41% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.60% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.03% 96.38%
CHEMBL230 P35354 Cyclooxygenase-2 89.16% 89.63%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.64% 100.00%
CHEMBL5028 O14672 ADAM10 86.90% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 86.72% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.04% 99.23%
CHEMBL4072 P07858 Cathepsin B 85.16% 93.67%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.01% 89.34%
CHEMBL1871 P10275 Androgen Receptor 84.28% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.05% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.29% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.23% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.87% 93.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.41% 98.75%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162833716
LOTUS LTS0164776
wikiData Q104170238