(2R)-2-methyl-1-[(1R,2R,11S)-7,9,15-trihydroxy-3,3,8,14,19,19-hexamethyl-16-[(2R)-2-methylbutanoyl]-4,12,18-trioxapentacyclo[11.7.1.02,11.05,10.017,21]henicosa-5(10),6,8,13(21),14,16-hexaen-6-yl]butan-1-one

Details

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Internal ID c67779a3-5318-4de8-8350-1c9bd5b9d32f
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name (2R)-2-methyl-1-[(1R,2R,11S)-7,9,15-trihydroxy-3,3,8,14,19,19-hexamethyl-16-[(2R)-2-methylbutanoyl]-4,12,18-trioxapentacyclo[11.7.1.02,11.05,10.017,21]henicosa-5(10),6,8,13(21),14,16-hexaen-6-yl]butan-1-one
SMILES (Canonical) CCC(C)C(=O)C1=C(C(=C(C2=C1OC(C3C2OC4=C5C3CC(OC5=C(C(=C4C)O)C(=O)C(C)CC)(C)C)(C)C)O)C)O
SMILES (Isomeric) CC[C@@H](C)C(=O)C1=C(C(=C(C2=C1OC([C@H]3[C@@H]2OC4=C5[C@@H]3CC(OC5=C(C(=C4C)O)C(=O)[C@H](C)CC)(C)C)(C)C)O)C)O
InChI InChI=1S/C34H44O8/c1-11-14(3)24(35)20-26(37)16(5)27(38)22-31(20)42-34(9,10)23-18-13-33(7,8)41-30-19(18)29(40-32(22)23)17(6)28(39)21(30)25(36)15(4)12-2/h14-15,18,23,32,37-39H,11-13H2,1-10H3/t14-,15-,18+,23-,32-/m1/s1
InChI Key IHIUDCCIAPWPNS-UHOMCGLWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O8
Molecular Weight 580.70 g/mol
Exact Mass 580.30361836 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 7.50
Atomic LogP (AlogP) 7.44
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-methyl-1-[(1R,2R,11S)-7,9,15-trihydroxy-3,3,8,14,19,19-hexamethyl-16-[(2R)-2-methylbutanoyl]-4,12,18-trioxapentacyclo[11.7.1.02,11.05,10.017,21]henicosa-5(10),6,8,13(21),14,16-hexaen-6-yl]butan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9496 94.96%
Caco-2 - 0.7397 73.97%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7085 70.85%
OATP2B1 inhibitior - 0.8562 85.62%
OATP1B1 inhibitior - 0.3161 31.61%
OATP1B3 inhibitior + 0.9431 94.31%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8347 83.47%
P-glycoprotein inhibitior + 0.7162 71.62%
P-glycoprotein substrate - 0.5297 52.97%
CYP3A4 substrate + 0.6387 63.87%
CYP2C9 substrate + 0.5969 59.69%
CYP2D6 substrate - 0.7779 77.79%
CYP3A4 inhibition - 0.7342 73.42%
CYP2C9 inhibition + 0.5274 52.74%
CYP2C19 inhibition - 0.7188 71.88%
CYP2D6 inhibition - 0.9089 90.89%
CYP1A2 inhibition + 0.5653 56.53%
CYP2C8 inhibition - 0.5790 57.90%
CYP inhibitory promiscuity - 0.7155 71.55%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6512 65.12%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8429 84.29%
Skin irritation - 0.7987 79.87%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.5962 59.62%
Human Ether-a-go-go-Related Gene inhibition - 0.7003 70.03%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.6957 69.57%
skin sensitisation - 0.7922 79.22%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8727 87.27%
Acute Oral Toxicity (c) III 0.6787 67.87%
Estrogen receptor binding + 0.7500 75.00%
Androgen receptor binding + 0.7267 72.67%
Thyroid receptor binding + 0.5538 55.38%
Glucocorticoid receptor binding + 0.8197 81.97%
Aromatase binding + 0.7697 76.97%
PPAR gamma + 0.6345 63.45%
Honey bee toxicity - 0.8571 85.71%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9665 96.65%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.54% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.49% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.47% 93.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.65% 98.75%
CHEMBL2581 P07339 Cathepsin D 89.28% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.72% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.35% 96.38%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.85% 96.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.24% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.98% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.95% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.50% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.91% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.26% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.21% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.17% 85.14%

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.
Hypericum revolutum

Cross-Links

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PubChem 162975790
LOTUS LTS0121519
wikiData Q105113075