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(3R,4R)-4-[[(1S,4aR,5R,8aS)-5-[[(2R,3R)-3-[[(1S,4aS,8aS)-5,5,8a-trimethyl-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 a96a7777-8e6b-40e9-954f-79e028d8667a
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
IUPAC Name (3R,4R)-4-[[(1S,4aR,5R,8aS)-5-[[(2R,3R)-3-[[(1S,4aS,8aS)-5,5,8a-trimethyl-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)
SMILES (Isomeric)
InChI InChI=1S/C45H68O14/c1-26-13-15-32-42(3,4)17-11-19-44(32,6)30(26)23-58-37(41(53)56-10)29(22-35(48)49)39(51)59-25-43(5)18-12-20-45(7)31(27(2)14-16-33(43)45)24-57-36(40(52)55-9)28(21-34(46)47)38(50)54-8/h28-33,36-37H,1-2,11-25H2,3-10H3,(H,46,47)(H,48,49)/t28-,29-,30+,31+,32+,33+,36-,37-,43+,44-,45-/m1/s1
InChI Key CWMFUDUBPHDHAX-BTCSLIIRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H68O14
Molecular Weight 833.00 g/mol
Exact Mass 832.46090684 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.58
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R)-4-[[(1S,4aR,5R,8aS)-5-[[(2R,3R)-3-[[(1S,4aS,8aS)-5,5,8a-trimethyl-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 + 0.9682 96.82%
Caco-2 - 0.8535 85.35%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8100 81.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8418 84.18%
OATP1B3 inhibitior + 0.8907 89.07%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9508 95.08%
P-glycoprotein inhibitior + 0.7738 77.38%
P-glycoprotein substrate - 0.6453 64.53%
CYP3A4 substrate + 0.6935 69.35%
CYP2C9 substrate - 0.5969 59.69%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.7276 72.76%
CYP2C9 inhibition - 0.8042 80.42%
CYP2C19 inhibition - 0.8144 81.44%
CYP2D6 inhibition - 0.9366 93.66%
CYP1A2 inhibition - 0.8559 85.59%
CYP2C8 inhibition + 0.6066 60.66%
CYP inhibitory promiscuity - 0.9102 91.02%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6528 65.28%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9036 90.36%
Skin irritation - 0.6984 69.84%
Skin corrosion - 0.9670 96.70%
Ames mutagenesis - 0.6419 64.19%
Human Ether-a-go-go-Related Gene inhibition - 0.3948 39.48%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6089 60.89%
skin sensitisation - 0.7064 70.64%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6725 67.25%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.7953 79.53%
Acute Oral Toxicity (c) III 0.5892 58.92%
Estrogen receptor binding + 0.8148 81.48%
Androgen receptor binding + 0.7781 77.81%
Thyroid receptor binding - 0.4923 49.23%
Glucocorticoid receptor binding + 0.7431 74.31%
Aromatase binding + 0.6667 66.67%
PPAR gamma + 0.7586 75.86%
Honey bee toxicity - 0.7949 79.49%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9936 99.36%

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 98.43% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.22% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.69% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.38% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 93.82% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.25% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.57% 98.95%
CHEMBL5028 O14672 ADAM10 89.82% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.01% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 87.87% 91.19%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.61% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.64% 95.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.91% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.61% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 83.24% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.08% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.67% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.84% 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 162874910
LOTUS LTS0241661
wikiData Q104971375