[(12S)-17-hydroxy-18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-11-yl]-[(12S)-4,6,19,21-tetraoxa-13-azahexacyclo[10.10.1.02,10.03,7.016,23.018,22]tricosa-1(23),2(10),3(7),8,16,18(22)-hexaen-13-yl]methanone

Details

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Internal ID ba6cadb6-2bfe-4677-86dd-d7372c5f2f82
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name [(12S)-17-hydroxy-18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-11-yl]-[(12S)-4,6,19,21-tetraoxa-13-azahexacyclo[10.10.1.02,10.03,7.016,23.018,22]tricosa-1(23),2(10),3(7),8,16,18(22)-hexaen-13-yl]methanone
SMILES (Canonical) COC1=C(C=CC2=C1C3=C4C(C2)N(CCC4=CC5=C3OCO5)C(=O)N6CCC7=CC8=C(C9=C7C6CC1=C9C2=C(C=C1)OCO2)OCO8)O
SMILES (Isomeric) COC1=C(C=CC2=C1C3=C4[C@H](C2)N(CCC4=CC5=C3OCO5)C(=O)N6CCC7=CC8=C(C9=C7[C@@H]6CC1=C9C2=C(C=C1)OCO2)OCO8)O
InChI InChI=1S/C37H30N2O9/c1-42-33-23(40)4-2-17-10-21-27-19(12-25-35(47-15-44-25)31(27)29(17)33)6-8-38(21)37(41)39-9-7-20-13-26-36(48-16-45-26)32-28(20)22(39)11-18-3-5-24-34(30(18)32)46-14-43-24/h2-5,12-13,21-22,40H,6-11,14-16H2,1H3/t21-,22-/m0/s1
InChI Key GTBMZVZPTWKFDK-VXKWHMMOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H30N2O9
Molecular Weight 646.60 g/mol
Exact Mass 646.19513054 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.65
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(12S)-17-hydroxy-18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-11-yl]-[(12S)-4,6,19,21-tetraoxa-13-azahexacyclo[10.10.1.02,10.03,7.016,23.018,22]tricosa-1(23),2(10),3(7),8,16,18(22)-hexaen-13-yl]methanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9707 97.07%
Caco-2 - 0.6666 66.66%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6669 66.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9274 92.74%
OATP1B3 inhibitior + 0.9467 94.67%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9799 97.99%
P-glycoprotein inhibitior + 0.8810 88.10%
P-glycoprotein substrate - 0.7728 77.28%
CYP3A4 substrate + 0.6064 60.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3930 39.30%
CYP3A4 inhibition + 0.6984 69.84%
CYP2C9 inhibition - 0.6481 64.81%
CYP2C19 inhibition + 0.5861 58.61%
CYP2D6 inhibition - 0.5826 58.26%
CYP1A2 inhibition - 0.5373 53.73%
CYP2C8 inhibition - 0.8028 80.28%
CYP inhibitory promiscuity + 0.6628 66.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6025 60.25%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9376 93.76%
Skin irritation - 0.7989 79.89%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7369 73.69%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.7822 78.22%
skin sensitisation - 0.8913 89.13%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7833 78.33%
Acute Oral Toxicity (c) III 0.6970 69.70%
Estrogen receptor binding + 0.6889 68.89%
Androgen receptor binding + 0.7773 77.73%
Thyroid receptor binding + 0.5345 53.45%
Glucocorticoid receptor binding + 0.8111 81.11%
Aromatase binding - 0.5130 51.30%
PPAR gamma + 0.6469 64.69%
Honey bee toxicity - 0.8725 87.25%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.8353 83.53%

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 98.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.82% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.80% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.97% 96.77%
CHEMBL217 P14416 Dopamine D2 receptor 95.11% 95.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.35% 95.56%
CHEMBL261 P00915 Carbonic anhydrase I 91.44% 96.76%
CHEMBL2581 P07339 Cathepsin D 90.95% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 90.42% 83.82%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 90.12% 82.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.82% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.27% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.51% 92.62%
CHEMBL1951 P21397 Monoamine oxidase A 86.76% 91.49%
CHEMBL340 P08684 Cytochrome P450 3A4 86.60% 91.19%
CHEMBL2056 P21728 Dopamine D1 receptor 85.99% 91.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.79% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.26% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.83% 93.40%
CHEMBL4208 P20618 Proteasome component C5 84.38% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.64% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.26% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.69% 97.09%
CHEMBL2535 P11166 Glucose transporter 80.49% 98.75%

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.
Hernandia nymphaeifolia

Cross-Links

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PubChem 101702544
LOTUS LTS0019784
wikiData Q105018406