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(1R,5S,13S,21R)-9,19-dimethoxy-18-methyl-5,13-diphenyl-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,8,10,15(20),16,18-hexaene-17,21-diol

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 228ec21a-1fe4-4995-91c1-de339f6f1be7
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (1R,5S,13S,21R)-9,19-dimethoxy-18-methyl-5,13-diphenyl-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,8,10,15(20),16,18-hexaene-17,21-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H30O7/c1-18-22(34)16-25-27(30(18)37-3)29-28-26(40-33(39-25,32(29)35)20-12-8-5-9-13-20)17-24(36-2)21-14-15-23(38-31(21)28)19-10-6-4-7-11-19/h4-13,16-17,23,29,32,34-35H,14-15H2,1-3H3/t23-,29+,32+,33-/m0/s1
InChI Key VVMNOJJSVJYOFS-FGPQKVDGSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C33H30O7
Molecular Weight 538.60 g/mol
Exact Mass 538.19915329 g/mol
Topological Polar Surface Area (TPSA) 86.60 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.91
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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BDBM50499989

2D Structure

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2D Structure of (1R,5S,13S,21R)-9,19-dimethoxy-18-methyl-5,13-diphenyl-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,8,10,15(20),16,18-hexaene-17,21-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7936 79.36%
Caco-2 - 0.6692 66.92%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7816 78.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8935 89.35%
OATP1B3 inhibitior + 0.9103 91.03%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9864 98.64%
P-glycoprotein inhibitior + 0.8971 89.71%
P-glycoprotein substrate - 0.6858 68.58%
CYP3A4 substrate + 0.6545 65.45%
CYP2C9 substrate - 0.7817 78.17%
CYP2D6 substrate + 0.3737 37.37%
CYP3A4 inhibition - 0.9157 91.57%
CYP2C9 inhibition - 0.8689 86.89%
CYP2C19 inhibition - 0.8207 82.07%
CYP2D6 inhibition - 0.9196 91.96%
CYP1A2 inhibition - 0.8091 80.91%
CYP2C8 inhibition + 0.8418 84.18%
CYP inhibitory promiscuity - 0.6676 66.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4910 49.10%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.8629 86.29%
Skin irritation - 0.7869 78.69%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6800 68.00%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.7215 72.15%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6724 67.24%
Acute Oral Toxicity (c) III 0.5399 53.99%
Estrogen receptor binding + 0.8728 87.28%
Androgen receptor binding + 0.7623 76.23%
Thyroid receptor binding + 0.7286 72.86%
Glucocorticoid receptor binding + 0.8505 85.05%
Aromatase binding + 0.5572 55.72%
PPAR gamma + 0.7794 77.94%
Honey bee toxicity - 0.8033 80.33%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.7335 73.35%

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 98.28% 91.11%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 92.62% 91.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.61% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.43% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.78% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.91% 94.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.21% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.95% 91.07%
CHEMBL2535 P11166 Glucose transporter 86.18% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.87% 97.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.03% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.36% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.27% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.94% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.32% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.00% 92.62%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 82.86% 82.67%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.26% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.07% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.68% 85.14%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 80.54% 94.03%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.51% 82.38%

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.
Calamus draco

Cross-Links

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PubChem 10697667
LOTUS LTS0198366
wikiData Q105297725