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16,17-Dimethoxy-6-[3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyprop-1-en-2-yl]-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),3(11),4(8),9,14,16,18-heptaen-12-one

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 2bd9164f-d440-4663-befb-879382616159
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids > Rotenones
IUPAC Name 16,17-dimethoxy-6-[3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyprop-1-en-2-yl]-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),3(11),4(8),9,14,16,18-heptaen-12-one
SMILES (Canonical) COC1=C(C=C2C(=C1)C3=C(CO2)OC4=C(C3=O)C=CC5=C4CC(O5)C(=C)COC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)O)O)O)OC
SMILES (Isomeric) COC1=C(C=C2C(=C1)C3=C(CO2)OC4=C(C3=O)C=CC5=C4CC(O5)C(=C)COC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)O)O)O)OC
InChI InChI=1S/C34H38O16/c1-13(9-45-34-31(41)29(39)28(38)24(50-34)12-47-33-30(40)27(37)17(35)10-46-33)19-7-16-18(48-19)5-4-14-26(36)25-15-6-21(42-2)22(43-3)8-20(15)44-11-23(25)49-32(14)16/h4-6,8,17,19,24,27-31,33-35,37-41H,1,7,9-12H2,2-3H3
InChI Key VPWMGKBNSSVTCP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H38O16
Molecular Weight 702.70 g/mol
Exact Mass 702.21598512 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -0.49
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 16,17-Dimethoxy-6-[3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyprop-1-en-2-yl]-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),3(11),4(8),9,14,16,18-heptaen-12-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8068 80.68%
Caco-2 - 0.8660 86.60%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6989 69.89%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8838 88.38%
OATP1B3 inhibitior + 0.9599 95.99%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7904 79.04%
P-glycoprotein inhibitior + 0.7142 71.42%
P-glycoprotein substrate + 0.6512 65.12%
CYP3A4 substrate + 0.6976 69.76%
CYP2C9 substrate - 0.8262 82.62%
CYP2D6 substrate - 0.8263 82.63%
CYP3A4 inhibition - 0.6183 61.83%
CYP2C9 inhibition - 0.8877 88.77%
CYP2C19 inhibition - 0.5977 59.77%
CYP2D6 inhibition - 0.8212 82.12%
CYP1A2 inhibition - 0.8097 80.97%
CYP2C8 inhibition + 0.6370 63.70%
CYP inhibitory promiscuity - 0.6892 68.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6593 65.93%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9156 91.56%
Skin irritation - 0.7932 79.32%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6998 69.98%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.5698 56.98%
skin sensitisation - 0.7340 73.40%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8133 81.33%
Acute Oral Toxicity (c) III 0.5030 50.30%
Estrogen receptor binding + 0.8065 80.65%
Androgen receptor binding + 0.6533 65.33%
Thyroid receptor binding + 0.5209 52.09%
Glucocorticoid receptor binding + 0.6324 63.24%
Aromatase binding + 0.6430 64.30%
PPAR gamma + 0.6864 68.64%
Honey bee toxicity - 0.6532 65.32%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9898 98.98%

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 99.39% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.24% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.26% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.76% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.11% 94.80%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.41% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.28% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.22% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.65% 85.14%
CHEMBL220 P22303 Acetylcholinesterase 90.21% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.18% 95.89%
CHEMBL2535 P11166 Glucose transporter 89.84% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.60% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.42% 94.45%
CHEMBL5957 P21589 5'-nucleotidase 88.07% 97.78%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.04% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.40% 96.77%
CHEMBL4040 P28482 MAP kinase ERK2 85.22% 83.82%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 82.98% 96.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.79% 97.09%
CHEMBL4208 P20618 Proteasome component C5 82.10% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.89% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.79% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.38% 99.23%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.46% 95.53%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.18% 89.50%

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.
Amorpha fruticosa

Cross-Links

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PubChem 13195960
LOTUS LTS0119509
wikiData Q105291063