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(2S,3R,10S,18R)-3,11,19-tris(4-hydroxyphenyl)-7-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-20-oxahexacyclo[16.6.1.02,10.04,9.012,17.021,25]pentacosa-1(25),4(9),5,7,12(17),13,15,21,23-nonaene-5,13,15,23-tetrol

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 5843eaa9-78f0-481c-b173-327afe8314e9
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2S,3R,10S,18R)-3,11,19-tris(4-hydroxyphenyl)-7-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-20-oxahexacyclo[16.6.1.02,10.04,9.012,17.021,25]pentacosa-1(25),4(9),5,7,12(17),13,15,21,23-nonaene-5,13,15,23-tetrol
SMILES (Canonical) C1=CC(=CC=C1C2C3C(C(C4=C(C=C(C=C4O)O)C5C(OC6=CC(=CC3=C56)O)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O)C9=C2C(=CC(=C9)OC1C(C(C(C(O1)CO)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@H]2[C@@H]3[C@@H](C(C4=C(C=C(C=C4O)O)[C@H]5C(OC6=CC(=CC3=C56)O)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O)C9=C2C(=CC(=C9)O[C@@H]1[C@@H]([C@H]([C@H]([C@@H](O1)CO)O)O)O)O)O
InChI InChI=1S/C48H42O14/c49-19-35-44(57)45(58)46(59)48(62-35)60-28-17-31-39(33(56)18-28)37(21-3-9-24(51)10-4-21)41-30-14-27(54)16-34-40(30)43(47(61-34)22-5-11-25(52)12-6-22)29-13-26(53)15-32(55)38(29)36(42(31)41)20-1-7-23(50)8-2-20/h1-18,35-37,41-59H,19H2/t35-,36?,37+,41+,42+,43+,44-,45-,46+,47?,48-/m0/s1
InChI Key BSNDXZQSVIPQKG-NWILFHFSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H42O14
Molecular Weight 842.80 g/mol
Exact Mass 842.25745601 g/mol
Topological Polar Surface Area (TPSA) 250.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.23
H-Bond Acceptor 14
H-Bond Donor 11
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,10S,18R)-3,11,19-tris(4-hydroxyphenyl)-7-[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-20-oxahexacyclo[16.6.1.02,10.04,9.012,17.021,25]pentacosa-1(25),4(9),5,7,12(17),13,15,21,23-nonaene-5,13,15,23-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4672 46.72%
Caco-2 - 0.9111 91.11%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6540 65.40%
OATP2B1 inhibitior - 0.5708 57.08%
OATP1B1 inhibitior + 0.8404 84.04%
OATP1B3 inhibitior + 0.9462 94.62%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7494 74.94%
P-glycoprotein inhibitior + 0.5966 59.66%
P-glycoprotein substrate - 0.7608 76.08%
CYP3A4 substrate + 0.6287 62.87%
CYP2C9 substrate - 0.8050 80.50%
CYP2D6 substrate - 0.7781 77.81%
CYP3A4 inhibition - 0.8759 87.59%
CYP2C9 inhibition - 0.8431 84.31%
CYP2C19 inhibition - 0.7749 77.49%
CYP2D6 inhibition - 0.8700 87.00%
CYP1A2 inhibition - 0.8489 84.89%
CYP2C8 inhibition + 0.7386 73.86%
CYP inhibitory promiscuity - 0.5178 51.78%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5675 56.75%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.8792 87.92%
Skin irritation - 0.8067 80.67%
Skin corrosion - 0.9601 96.01%
Ames mutagenesis - 0.5154 51.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8690 86.90%
Micronuclear + 0.6559 65.59%
Hepatotoxicity - 0.8344 83.44%
skin sensitisation - 0.8903 89.03%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5632 56.32%
Acute Oral Toxicity (c) III 0.5428 54.28%
Estrogen receptor binding + 0.7758 77.58%
Androgen receptor binding + 0.7218 72.18%
Thyroid receptor binding + 0.6038 60.38%
Glucocorticoid receptor binding - 0.5668 56.68%
Aromatase binding + 0.5273 52.73%
PPAR gamma + 0.7668 76.68%
Honey bee toxicity - 0.7247 72.47%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8186 81.86%

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 99.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.24% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.79% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 91.29% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.96% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.68% 98.95%
CHEMBL4208 P20618 Proteasome component C5 89.54% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.29% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.58% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 87.48% 94.73%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.17% 97.33%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.69% 95.78%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.12% 97.36%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.87% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.22% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.52% 85.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.02% 95.89%

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.
Citrus × aurantium

Cross-Links

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PubChem 101253014
LOTUS LTS0152960
wikiData Q105206362