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(2S)-2-[(1R)-1-[[(1S,4aR,5R,8aS)-5-[[(2S,3R)-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]-2-methoxy-2-oxoethyl]butanedioic 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 724a3053-ce95-4452-ac91-f93235e4ea33
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
IUPAC Name (2S)-2-[(1R)-1-[[(1S,4aR,5R,8aS)-5-[[(2S,3R)-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]-2-methoxy-2-oxoethyl]butanedioic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H66O15/c1-25-11-13-31-41(3,23-45)15-9-17-43(31,5)29(25)22-58-36(40(54)56-8)28(20-34(48)49)38(52)59-24-42(4)16-10-18-44(6)30(26(2)12-14-32(42)44)21-57-35(39(53)55-7)27(37(50)51)19-33(46)47/h27-32,35-36,45H,1-2,9-24H2,3-8H3,(H,46,47)(H,48,49)(H,50,51)/t27-,28-,29-,30-,31-,32-,35+,36+,41-,42-,43+,44+/m0/s1
InChI Key QNUPKVYJKLCMKD-UOXLEDAOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H66O15
Molecular Weight 835.00 g/mol
Exact Mass 834.44017139 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.46
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[(1R)-1-[[(1S,4aR,5R,8aS)-5-[[(2S,3R)-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]-2-methoxy-2-oxoethyl]butanedioic 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 - 0.8544 85.44%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8053 80.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8368 83.68%
OATP1B3 inhibitior + 0.8706 87.06%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6364 63.64%
BSEP inhibitior + 0.8964 89.64%
P-glycoprotein inhibitior + 0.7652 76.52%
P-glycoprotein substrate - 0.6397 63.97%
CYP3A4 substrate + 0.6901 69.01%
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 + 0.5731 57.31%
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 - 0.9036 90.36%
Skin irritation - 0.6799 67.99%
Skin corrosion - 0.9682 96.82%
Ames mutagenesis - 0.6419 64.19%
Human Ether-a-go-go-Related Gene inhibition - 0.4383 43.83%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6643 66.43%
skin sensitisation - 0.8471 84.71%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8689 86.89%
Acute Oral Toxicity (c) III 0.5883 58.83%
Estrogen receptor binding + 0.7961 79.61%
Androgen receptor binding + 0.7793 77.93%
Thyroid receptor binding - 0.5378 53.78%
Glucocorticoid receptor binding + 0.7030 70.30%
Aromatase binding + 0.6600 66.00%
PPAR gamma + 0.7393 73.93%
Honey bee toxicity - 0.7988 79.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
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 98.46% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.77% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.01% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.93% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.54% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.76% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 89.66% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.45% 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%
CHEMBL5255 O00206 Toll-like receptor 4 83.72% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.92% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.80% 99.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.12% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.40% 100.00%
CHEMBL4070 P19784 Casein kinase II alpha (prime) 80.23% 91.67%

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.
There are no matching plants.

Cross-Links

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PubChem 15729353
LOTUS LTS0236678
wikiData Q105224667