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Benzo[kl]bisbenzofuro[3,2-b:2',3'-i]xanthen-9(3aH)-one, 3,9a,17b,17c-tetrahydro-4,9a,16-trihydroxy-6,14-bis(hydroxymethyl)-2,3a,17-trimethyl-, (3aS,9aS,17bR,17cR)-

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 d2dc5c61-fedf-4245-8c11-b46211e4cce9
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
IUPAC Name 6,16,24-trihydroxy-8,22-bis(hydroxymethyl)-3,27,29-trimethyl-11,15,19-trioxaoctacyclo[14.14.1.02,14.04,12.05,10.018,26.020,25.027,31]hentriaconta-2(14),3,5,7,9,12,18(26),20,22,24,29-undecaen-17-one
SMILES (Canonical) CC1=CC2C3C(C1)(C4=C(C(=O)C3(OC5=C2C(=C6C(=C5)OC7=CC(=CC(=C76)O)CO)C)O)OC8=CC(=CC(=C84)O)CO)C
SMILES (Isomeric) CC1=CC2C3C(C1)(C4=C(C(=O)C3(OC5=C2C(=C6C(=C5)OC7=CC(=CC(=C76)O)CO)C)O)OC8=CC(=CC(=C84)O)CO)C
InChI InChI=1S/C33H28O9/c1-13-4-17-24-14(2)25-22(40-20-7-15(11-34)5-18(36)26(20)25)9-23(24)42-33(39)30(17)32(3,10-13)28-27-19(37)6-16(12-35)8-21(27)41-29(28)31(33)38/h4-9,17,30,34-37,39H,10-12H2,1-3H3
InChI Key XVQCWVVYGNETPD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H28O9
Molecular Weight 568.60 g/mol
Exact Mass 568.17333247 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.32
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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DTXSID001099496
Benzo[kl]bisbenzofuro[3,2-b:2a(2),3a(2)-i]xanthen-9(3aH)-one, 3,9a,17b,17c-tetrahydro-4,9a,16-trihydroxy-6,14-bis(hydroxymethyl)-2,3a,17-trimethyl-, (3aS,9aS,17bR,17cR)-

2D Structure

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2D Structure of Benzo[kl]bisbenzofuro[3,2-b:2',3'-i]xanthen-9(3aH)-one, 3,9a,17b,17c-tetrahydro-4,9a,16-trihydroxy-6,14-bis(hydroxymethyl)-2,3a,17-trimethyl-, (3aS,9aS,17bR,17cR)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9265 92.65%
Caco-2 - 0.7970 79.70%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7166 71.66%
OATP2B1 inhibitior + 0.5734 57.34%
OATP1B1 inhibitior + 0.8423 84.23%
OATP1B3 inhibitior + 0.9457 94.57%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9560 95.60%
P-glycoprotein inhibitior + 0.7430 74.30%
P-glycoprotein substrate + 0.5964 59.64%
CYP3A4 substrate + 0.6891 68.91%
CYP2C9 substrate - 0.8127 81.27%
CYP2D6 substrate - 0.8071 80.71%
CYP3A4 inhibition - 0.7689 76.89%
CYP2C9 inhibition + 0.5678 56.78%
CYP2C19 inhibition + 0.5722 57.22%
CYP2D6 inhibition - 0.8516 85.16%
CYP1A2 inhibition - 0.5692 56.92%
CYP2C8 inhibition + 0.6992 69.92%
CYP inhibitory promiscuity + 0.7435 74.35%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4553 45.53%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8740 87.40%
Skin irritation - 0.7333 73.33%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7420 74.20%
Micronuclear + 0.5674 56.74%
Hepatotoxicity - 0.5210 52.10%
skin sensitisation - 0.7472 74.72%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8397 83.97%
Acute Oral Toxicity (c) III 0.4007 40.07%
Estrogen receptor binding + 0.8143 81.43%
Androgen receptor binding + 0.7680 76.80%
Thyroid receptor binding + 0.5571 55.71%
Glucocorticoid receptor binding + 0.8029 80.29%
Aromatase binding + 0.7556 75.56%
PPAR gamma + 0.7571 75.71%
Honey bee toxicity - 0.7720 77.20%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9848 98.48%

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 97.75% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.51% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.39% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.82% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.97% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.78% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.10% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 89.60% 94.73%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.47% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.14% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.10% 99.23%
CHEMBL5555 O00767 Acyl-CoA desaturase 85.34% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.61% 91.24%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.25% 94.42%
CHEMBL4208 P20618 Proteasome component C5 84.11% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.49% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.38% 97.33%
CHEMBL1937 Q92769 Histone deacetylase 2 82.59% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 82.56% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.41% 96.95%
CHEMBL220 P22303 Acetylcholinesterase 81.77% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.23% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 81.06% 89.63%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.61% 97.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.49% 91.38%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.29% 90.24%

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 131750965
LOTUS LTS0091303
wikiData Q105343085