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9-[[(2S,4R)-9'-[(2R)-2,3-dihydroxy-3-methylbutoxy]-4'-methoxy-5,5-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromene]-4-yl]methoxy]-4-methoxyfuro[3,2-g]chromen-7-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 4f055df9-aecc-4e5e-8cce-de2f0add07e6
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-methoxypsoralens
IUPAC Name 9-[[(2S,4R)-9'-[(2R)-2,3-dihydroxy-3-methylbutoxy]-4'-methoxy-5,5-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromene]-4-yl]methoxy]-4-methoxyfuro[3,2-g]chromen-7-one
SMILES (Canonical) CC1(C(OC2(O1)C=CC3=C(C4=C(C(=C3O2)OCC(C(C)(C)O)O)OC=C4)OC)COC5=C6C(=C(C7=C5OC(=O)C=C7)OC)C=CO6)C
SMILES (Isomeric) CC1([C@H](O[C@]2(O1)C=CC3=C(C4=C(C(=C3O2)OC[C@H](C(C)(C)O)O)OC=C4)OC)COC5=C6C(=C(C7=C5OC(=O)C=C7)OC)C=CO6)C
InChI InChI=1S/C34H34O13/c1-32(2,37)21(35)15-42-31-27-20(11-14-41-27)25(39-6)18-9-12-34(46-29(18)31)45-22(33(3,4)47-34)16-43-30-26-19(10-13-40-26)24(38-5)17-7-8-23(36)44-28(17)30/h7-14,21-22,35,37H,15-16H2,1-6H3/t21-,22-,34-/m1/s1
InChI Key WTXFYLVSVHJEKX-RDIOQJBUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H34O13
Molecular Weight 650.60 g/mol
Exact Mass 650.19994113 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 5.15
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-[[(2S,4R)-9'-[(2R)-2,3-dihydroxy-3-methylbutoxy]-4'-methoxy-5,5-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromene]-4-yl]methoxy]-4-methoxyfuro[3,2-g]chromen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9704 97.04%
Caco-2 - 0.8087 80.87%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7561 75.61%
OATP2B1 inhibitior - 0.7105 71.05%
OATP1B1 inhibitior + 0.8638 86.38%
OATP1B3 inhibitior + 0.9105 91.05%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9577 95.77%
P-glycoprotein inhibitior + 0.8207 82.07%
P-glycoprotein substrate + 0.6548 65.48%
CYP3A4 substrate + 0.6916 69.16%
CYP2C9 substrate - 0.8129 81.29%
CYP2D6 substrate - 0.8320 83.20%
CYP3A4 inhibition - 0.8842 88.42%
CYP2C9 inhibition - 0.8617 86.17%
CYP2C19 inhibition - 0.7413 74.13%
CYP2D6 inhibition - 0.8588 85.88%
CYP1A2 inhibition - 0.6691 66.91%
CYP2C8 inhibition + 0.7663 76.63%
CYP inhibitory promiscuity - 0.8057 80.57%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5313 53.13%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.8023 80.23%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7845 78.45%
Micronuclear + 0.5333 53.33%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.7772 77.72%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8513 85.13%
Acute Oral Toxicity (c) III 0.6215 62.15%
Estrogen receptor binding + 0.7903 79.03%
Androgen receptor binding + 0.7497 74.97%
Thyroid receptor binding + 0.6211 62.11%
Glucocorticoid receptor binding + 0.7889 78.89%
Aromatase binding + 0.7057 70.57%
PPAR gamma + 0.7710 77.10%
Honey bee toxicity - 0.7622 76.22%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9724 97.24%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.52% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.11% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.59% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 95.36% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.70% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.53% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 94.22% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.24% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.22% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.88% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.56% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.71% 97.28%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.95% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.60% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.35% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 86.74% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.29% 92.62%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 83.73% 94.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.59% 97.14%
CHEMBL1871 P10275 Androgen Receptor 82.29% 96.43%
CHEMBL2535 P11166 Glucose transporter 81.57% 98.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.17% 92.88%

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.
Angelica dahurica

Cross-Links

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PubChem 10886819
NPASS NPC200026
LOTUS LTS0270497
wikiData Q105312845