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(1S,2S,5S,14S,15R,18R,19S)-10-methoxy-5,15,19-trimethyl-6,21-dioxahexacyclo[17.3.3.01,18.02,15.05,14.07,12]pentacosa-7(12),8,10-trien-20-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 c0d79adc-b4ac-496d-af69-19cf479173b8
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
IUPAC Name (1S,2S,5S,14S,15R,18R,19S)-10-methoxy-5,15,19-trimethyl-6,21-dioxahexacyclo[17.3.3.01,18.02,15.05,14.07,12]pentacosa-7(12),8,10-trien-20-one
SMILES (Canonical) CC12CCC3C4(CCCC3(C1CCC5(C2CC6=C(O5)C=CC(=C6)OC)C)COC4=O)C
SMILES (Isomeric) C[C@@]12CC[C@H]3[C@@]4(CCC[C@@]3([C@H]1CC[C@]5([C@H]2CC6=C(O5)C=CC(=C6)OC)C)COC4=O)C
InChI InChI=1S/C27H36O4/c1-24-12-8-21-25(2)10-5-11-27(21,16-30-23(25)28)20(24)9-13-26(3)22(24)15-17-14-18(29-4)6-7-19(17)31-26/h6-7,14,20-22H,5,8-13,15-16H2,1-4H3/t20-,21-,22-,24+,25-,26-,27-/m0/s1
InChI Key PTWKRUJSHFVLJF-GVVWVFJASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O4
Molecular Weight 424.60 g/mol
Exact Mass 424.26135963 g/mol
Topological Polar Surface Area (TPSA) 44.80 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.56
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,14S,15R,18R,19S)-10-methoxy-5,15,19-trimethyl-6,21-dioxahexacyclo[17.3.3.01,18.02,15.05,14.07,12]pentacosa-7(12),8,10-trien-20-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9832 98.32%
Caco-2 + 0.5968 59.68%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8236 82.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8825 88.25%
OATP1B3 inhibitior + 0.9680 96.80%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9688 96.88%
P-glycoprotein inhibitior + 0.8189 81.89%
P-glycoprotein substrate - 0.7188 71.88%
CYP3A4 substrate + 0.6753 67.53%
CYP2C9 substrate - 0.5788 57.88%
CYP2D6 substrate - 0.6906 69.06%
CYP3A4 inhibition - 0.6652 66.52%
CYP2C9 inhibition - 0.8876 88.76%
CYP2C19 inhibition - 0.7485 74.85%
CYP2D6 inhibition - 0.9052 90.52%
CYP1A2 inhibition + 0.5067 50.67%
CYP2C8 inhibition - 0.5570 55.70%
CYP inhibitory promiscuity - 0.8732 87.32%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6724 67.24%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9671 96.71%
Skin irritation - 0.8037 80.37%
Skin corrosion - 0.9723 97.23%
Ames mutagenesis - 0.6754 67.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8173 81.73%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5487 54.87%
skin sensitisation - 0.9081 90.81%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) IV 0.4996 49.96%
Estrogen receptor binding + 0.9089 90.89%
Androgen receptor binding + 0.6893 68.93%
Thyroid receptor binding + 0.6479 64.79%
Glucocorticoid receptor binding + 0.8843 88.43%
Aromatase binding + 0.8244 82.44%
PPAR gamma + 0.6461 64.61%
Honey bee toxicity - 0.8021 80.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9792 97.92%

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 98.90% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.37% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.40% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.58% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.80% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.32% 97.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.56% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.07% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.57% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.35% 93.40%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.79% 85.30%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.44% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.42% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.17% 96.77%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.85% 95.71%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.58% 99.18%
CHEMBL1902 P62942 FK506-binding protein 1A 85.36% 97.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.88% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.94% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.67% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.18% 94.80%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.65% 91.03%

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.
Stephania pierrei

Cross-Links

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PubChem 11316222
NPASS NPC30090
LOTUS LTS0137780
wikiData Q105214932