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(3S)-4-[[(1S,4aR,5R,8aS)-5-[[3-[[(1S,4aR,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-2-(carboxymethyl)-4-methoxy-4-oxobutanoyl]oxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-5-methoxy-3-methoxycarbonyl-5-oxopentanoic 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 132ceafb-e7e6-4124-b6bb-bedb165b619d
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
IUPAC Name (3S)-4-[[(1S,4aR,5R,8aS)-5-[[3-[[(1S,4aR,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-2-(carboxymethyl)-4-methoxy-4-oxobutanoyl]oxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-5-methoxy-3-methoxycarbonyl-5-oxopentanoic acid
SMILES (Canonical) CC1(CCCC2(C1CCC(=C)C2COC(C(CC(=O)O)C(=O)OCC3(CCCC4(C3CCC(=C)C4COC(C(CC(=O)O)C(=O)OC)C(=O)OC)C)C)C(=O)OC)C)CO
SMILES (Isomeric) C[C@]1(CCC[C@]2([C@H]1CCC(=C)[C@@H]2COC(C(CC(=O)O)C(=O)OC[C@@]3(CCC[C@]4([C@H]3CCC(=C)[C@@H]4COC([C@H](CC(=O)O)C(=O)OC)C(=O)OC)C)C)C(=O)OC)C)CO
InChI InChI=1S/C45H68O15/c1-26-12-14-32-42(3,24-46)16-10-18-44(32,5)30(26)22-59-37(41(54)57-9)29(21-35(49)50)39(52)60-25-43(4)17-11-19-45(6)31(27(2)13-15-33(43)45)23-58-36(40(53)56-8)28(20-34(47)48)38(51)55-7/h28-33,36-37,46H,1-2,10-25H2,3-9H3,(H,47,48)(H,49,50)/t28-,29?,30-,31-,32-,33-,36?,37?,42-,43-,44+,45+/m0/s1
InChI Key PCFMECNNYYMDRS-CDRSNJODSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H68O15
Molecular Weight 849.00 g/mol
Exact Mass 848.45582146 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.55
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-4-[[(1S,4aR,5R,8aS)-5-[[3-[[(1S,4aR,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-2-(carboxymethyl)-4-methoxy-4-oxobutanoyl]oxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-5-methoxy-3-methoxycarbonyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9494 94.94%
Caco-2 - 0.8561 85.61%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8053 80.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8341 83.41%
OATP1B3 inhibitior + 0.8706 87.06%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6364 63.64%
BSEP inhibitior + 0.9605 96.05%
P-glycoprotein inhibitior + 0.7669 76.69%
P-glycoprotein substrate - 0.6326 63.26%
CYP3A4 substrate + 0.6936 69.36%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8803 88.03%
CYP3A4 inhibition - 0.5165 51.65%
CYP2C9 inhibition - 0.8209 82.09%
CYP2C19 inhibition - 0.8068 80.68%
CYP2D6 inhibition - 0.9383 93.83%
CYP1A2 inhibition - 0.8352 83.52%
CYP2C8 inhibition + 0.5568 55.68%
CYP inhibitory promiscuity - 0.9027 90.27%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6939 69.39%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.6799 67.99%
Skin corrosion - 0.9682 96.82%
Ames mutagenesis - 0.6619 66.19%
Human Ether-a-go-go-Related Gene inhibition - 0.3977 39.77%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8471 84.71%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8214 82.14%
Acute Oral Toxicity (c) III 0.5883 58.83%
Estrogen receptor binding + 0.8040 80.40%
Androgen receptor binding + 0.7826 78.26%
Thyroid receptor binding - 0.5142 51.42%
Glucocorticoid receptor binding + 0.7299 72.99%
Aromatase binding + 0.6536 65.36%
PPAR gamma + 0.7543 75.43%
Honey bee toxicity - 0.7996 79.96%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9879 98.79%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 98.51% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.30% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.69% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.17% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 91.53% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.90% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 90.75% 91.19%
CHEMBL2581 P07339 Cathepsin D 90.28% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.32% 95.50%
CHEMBL5028 O14672 ADAM10 88.44% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.37% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.14% 97.09%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.90% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.67% 82.69%
CHEMBL5255 O00206 Toll-like receptor 4 82.99% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.84% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.40% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.00% 99.17%

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 139584198
LOTUS LTS0224306
wikiData Q77280793