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(1R,2R,4S,7S,8S,11R,12R,13R,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-13-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icosane-5,15,20-trione

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 e16ab007-9858-44c0-86c5-5cd4d0505a4f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (1R,2R,4S,7S,8S,11R,12R,13R,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-13-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icosane-5,15,20-trione
SMILES (Canonical) CC1(C2CC(=O)C3(C(C2(C(CC(=O)O1)OC4C(C(C(C(O4)CO)O)O)O)C)CCC5(C36C(O6)C(=O)OC5C7=COC=C7)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]4([C@@H](CC(=O)[C@]3([C@@]15[C@H](O5)C(=O)O[C@H]2C6=COC=C6)C)C(OC(=O)C[C@H]4O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)(C)C)C
InChI InChI=1S/C32H42O13/c1-28(2)17-10-18(34)31(5)16(6-8-29(3)24(14-7-9-40-13-14)43-26(39)25-32(29,31)45-25)30(17,4)19(11-20(35)44-28)42-27-23(38)22(37)21(36)15(12-33)41-27/h7,9,13,15-17,19,21-25,27,33,36-38H,6,8,10-12H2,1-5H3/t15-,16-,17+,19-,21-,22+,23-,24+,25-,27+,29+,30-,31+,32-/m1/s1
InChI Key NHGZHAZTFBKTSU-DBDGOMGQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O13
Molecular Weight 634.70 g/mol
Exact Mass 634.26254139 g/mol
Topological Polar Surface Area (TPSA) 195.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.94
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,4S,7S,8S,11R,12R,13R,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-13-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icosane-5,15,20-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7358 73.58%
Caco-2 - 0.8541 85.41%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7808 78.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3757 37.57%
OATP1B3 inhibitior + 0.9077 90.77%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7537 75.37%
BSEP inhibitior + 0.7969 79.69%
P-glycoprotein inhibitior + 0.6906 69.06%
P-glycoprotein substrate - 0.5816 58.16%
CYP3A4 substrate + 0.7046 70.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8664 86.64%
CYP3A4 inhibition + 0.5214 52.14%
CYP2C9 inhibition - 0.7278 72.78%
CYP2C19 inhibition - 0.8313 83.13%
CYP2D6 inhibition - 0.9374 93.74%
CYP1A2 inhibition - 0.8515 85.15%
CYP2C8 inhibition + 0.7273 72.73%
CYP inhibitory promiscuity - 0.8941 89.41%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6577 65.77%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9018 90.18%
Skin irritation - 0.7361 73.61%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3765 37.65%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6475 64.75%
skin sensitisation - 0.8962 89.62%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.4822 48.22%
Acute Oral Toxicity (c) I 0.4630 46.30%
Estrogen receptor binding + 0.7903 79.03%
Androgen receptor binding + 0.7933 79.33%
Thyroid receptor binding + 0.5298 52.98%
Glucocorticoid receptor binding + 0.7557 75.57%
Aromatase binding + 0.7300 73.00%
PPAR gamma + 0.7468 74.68%
Honey bee toxicity - 0.7627 76.27%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5150 51.50%
Fish aquatic toxicity + 0.9608 96.08%

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 97.63% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.46% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.67% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.92% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 93.36% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.87% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.69% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.46% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.21% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 88.98% 94.75%
CHEMBL3524 P56524 Histone deacetylase 4 88.98% 92.97%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.66% 95.83%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.61% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.85% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.70% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.43% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.87% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.35% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.04% 97.33%

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 163190405
LOTUS LTS0182537
wikiData Q105179376