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2-[(1R,6R,7S,9R,11R,16S,21R,23S)-16-acetyloxy-3,6,14,25-tetrahydroxy-21-(2-methoxy-2-oxoethyl)-7,23-dimethyl-5,12,27-trioxo-11-(2-oxopropyl)-8,22-dioxaheptacyclo[14.11.1.02,15.04,13.06,11.017,26.019,24]octacosa-2(15),3,13,17(26),18,24-hexaen-9-yl]acetic 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 37a1009b-2414-4ae8-86ae-a3dd7902d7b7
Taxonomy Lignans, neolignans and related compounds
IUPAC Name 2-[(1R,6R,7S,9R,11R,16S,21R,23S)-16-acetyloxy-3,6,14,25-tetrahydroxy-21-(2-methoxy-2-oxoethyl)-7,23-dimethyl-5,12,27-trioxo-11-(2-oxopropyl)-8,22-dioxaheptacyclo[14.11.1.02,15.04,13.06,11.017,26.019,24]octacosa-2(15),3,13,17(26),18,24-hexaen-9-yl]acetic acid
SMILES (Canonical) CC1C2=C(C3=C(C=C2CC(O1)CC(=O)OC)C4(CC(C3=O)C5=C4C(=C6C(=C5O)C(=O)C7(C(OC(CC7(C6=O)CC(=O)C)CC(=O)O)C)O)O)OC(=O)C)O
SMILES (Isomeric) C[C@H]1C2=C(C3=C(C=C2C[C@@H](O1)CC(=O)OC)[C@]4(C[C@@H](C3=O)C5=C4C(=C6C(=C5O)C(=O)[C@@]7([C@@H](O[C@H](C[C@@]7(C6=O)CC(=O)C)CC(=O)O)C)O)O)OC(=O)C)O
InChI InChI=1S/C38H38O16/c1-13(39)10-36-11-19(8-22(41)42)53-15(3)38(36,50)35(49)27-28(34(36)48)33(47)29-25(32(27)46)20-12-37(29,54-16(4)40)21-7-17-6-18(9-23(43)51-5)52-14(2)24(17)31(45)26(21)30(20)44/h7,14-15,18-20,45-47,50H,6,8-12H2,1-5H3,(H,41,42)/t14-,15-,18+,19-,20+,36+,37-,38+/m0/s1
InChI Key GEQRASAZUYCUJO-BXJAAIPKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H38O16
Molecular Weight 750.70 g/mol
Exact Mass 750.21598512 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1R,6R,7S,9R,11R,16S,21R,23S)-16-acetyloxy-3,6,14,25-tetrahydroxy-21-(2-methoxy-2-oxoethyl)-7,23-dimethyl-5,12,27-trioxo-11-(2-oxopropyl)-8,22-dioxaheptacyclo[14.11.1.02,15.04,13.06,11.017,26.019,24]octacosa-2(15),3,13,17(26),18,24-hexaen-9-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9367 93.67%
Caco-2 - 0.8382 83.82%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5431 54.31%
OATP2B1 inhibitior - 0.7137 71.37%
OATP1B1 inhibitior + 0.8123 81.23%
OATP1B3 inhibitior - 0.3516 35.16%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9157 91.57%
P-glycoprotein inhibitior + 0.7682 76.82%
P-glycoprotein substrate + 0.7645 76.45%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 0.5750 57.50%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.9013 90.13%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9015 90.15%
CYP2D6 inhibition - 0.9357 93.57%
CYP1A2 inhibition - 0.6688 66.88%
CYP2C8 inhibition + 0.6686 66.86%
CYP inhibitory promiscuity - 0.9454 94.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6012 60.12%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9086 90.86%
Skin irritation - 0.7430 74.30%
Skin corrosion - 0.9367 93.67%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3749 37.49%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5580 55.80%
skin sensitisation - 0.8963 89.63%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8835 88.35%
Acute Oral Toxicity (c) I 0.4104 41.04%
Estrogen receptor binding + 0.8285 82.85%
Androgen receptor binding + 0.7618 76.18%
Thyroid receptor binding + 0.5574 55.74%
Glucocorticoid receptor binding + 0.7945 79.45%
Aromatase binding + 0.6990 69.90%
PPAR gamma + 0.7046 70.46%
Honey bee toxicity - 0.7654 76.54%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9808 98.08%

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 99.57% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.11% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 98.57% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.40% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.49% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.99% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.69% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 89.08% 91.19%
CHEMBL217 P14416 Dopamine D2 receptor 88.38% 95.62%
CHEMBL4208 P20618 Proteasome component C5 88.25% 90.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 88.06% 82.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.96% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.82% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.81% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.78% 89.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.14% 94.42%
CHEMBL3401 O75469 Pregnane X receptor 82.05% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.74% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.20% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.17% 94.33%

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 101946510
LOTUS LTS0079081
wikiData Q105007283