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Stachybotrolide

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 c2345c2c-293d-4fbc-8796-e6d2aabc4650
Taxonomy Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
IUPAC Name (3R,4aS,7R,8R,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrofuro[3,4-g][1]benzofuran]-6'-one
SMILES (Canonical) CC1CCC2C(C(CCC2(C13CC4=C(C=C5C(=C4O3)COC5=O)O)C)O)(C)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]2[C@@]([C@@]13CC4=C(C=C5C(=C4O3)COC5=O)O)(CC[C@H](C2(C)C)O)C
InChI InChI=1S/C23H30O5/c1-12-5-6-17-21(2,3)18(25)7-8-22(17,4)23(12)10-14-16(24)9-13-15(19(14)28-23)11-27-20(13)26/h9,12,17-18,24-25H,5-8,10-11H2,1-4H3/t12-,17+,18-,22+,23-/m1/s1
InChI Key HKNSYAPUOMHZDE-RCJATNNHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H30O5
Molecular Weight 386.50 g/mol
Exact Mass 386.20932405 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.97
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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149691-31-6
(3R,4aS,7R,8R,8aS)-3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrofuro[3,4-g][1]benzofuran]-6'-one
orb1681649
CHEMBL1170697
AKOS040762372
H63146
(2R,2'R,4a'S,6'R,8a'S)-4,6'-dihydroxy-2',5',5',8a'-tetramethyl-3',4',4a',5',6',7',8',8a'-octahydro-2'H,3H-spiro[benzo[2,1-b:3,4-c']difuran-2,1'-naphthalen]-6(8H)-one

2D Structure

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2D Structure of Stachybotrolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 + 0.7303 73.03%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8563 85.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8826 88.26%
OATP1B3 inhibitior + 0.8608 86.08%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8840 88.40%
P-glycoprotein inhibitior - 0.6064 60.64%
P-glycoprotein substrate - 0.6930 69.30%
CYP3A4 substrate + 0.6600 66.00%
CYP2C9 substrate - 0.7775 77.75%
CYP2D6 substrate - 0.7849 78.49%
CYP3A4 inhibition - 0.6404 64.04%
CYP2C9 inhibition - 0.7735 77.35%
CYP2C19 inhibition - 0.8375 83.75%
CYP2D6 inhibition - 0.9309 93.09%
CYP1A2 inhibition - 0.5420 54.20%
CYP2C8 inhibition - 0.5831 58.31%
CYP inhibitory promiscuity - 0.9143 91.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5013 50.13%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.8476 84.76%
Skin irritation - 0.7040 70.40%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4559 45.59%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8847 88.47%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4659 46.59%
Estrogen receptor binding + 0.8346 83.46%
Androgen receptor binding + 0.7262 72.62%
Thyroid receptor binding + 0.5986 59.86%
Glucocorticoid receptor binding + 0.8836 88.36%
Aromatase binding + 0.7843 78.43%
PPAR gamma + 0.7421 74.21%
Honey bee toxicity - 0.7700 77.00%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9935 99.35%

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 97.64% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.30% 93.40%
CHEMBL1951 P21397 Monoamine oxidase A 97.08% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.14% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.57% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.37% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.31% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.87% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.20% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.16% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.29% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.62% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.37% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.00% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.05% 86.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.92% 85.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.00% 99.23%

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 11383606
LOTUS LTS0127235
wikiData Q105029789