2-hydroxy-4-[12-hydroxy-6-methyl-3-(2-methylprop-1-enyl)-11-propan-2-yl-2-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-4-yl]-7-methyl-8-(4-methylpent-3-enyl)-3-propan-2-yl-4H-naphthalen-1-one

Details

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Internal ID 64c27448-48cb-4f71-984e-2f2c886c45d8
Taxonomy Lignans, neolignans and related compounds
IUPAC Name 2-hydroxy-4-[12-hydroxy-6-methyl-3-(2-methylprop-1-enyl)-11-propan-2-yl-2-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-4-yl]-7-methyl-8-(4-methylpent-3-enyl)-3-propan-2-yl-4H-naphthalen-1-one
SMILES (Canonical) CC1=C(C2=C(C=C1)C(C(=C(C2=O)O)C(C)C)C3C(OC4=C5C3=C(C=CC5=CC(=C4O)C(C)C)C)C=C(C)C)CCC=C(C)C
SMILES (Isomeric) CC1=C(C2=C(C=C1)C(C(=C(C2=O)O)C(C)C)C3C(OC4=C5C3=C(C=CC5=CC(=C4O)C(C)C)C)C=C(C)C)CCC=C(C)C
InChI InChI=1S/C40H48O4/c1-20(2)12-11-13-27-24(9)15-17-28-34(27)39(43)38(42)31(23(7)8)35(28)36-30(18-21(3)4)44-40-33-26(16-14-25(10)32(33)36)19-29(22(5)6)37(40)41/h12,14-19,22-23,30,35-36,41-42H,11,13H2,1-10H3
InChI Key LYASLLJCOCDXTP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H48O4
Molecular Weight 592.80 g/mol
Exact Mass 592.35526001 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 10.60
Atomic LogP (AlogP) 10.44
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-hydroxy-4-[12-hydroxy-6-methyl-3-(2-methylprop-1-enyl)-11-propan-2-yl-2-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-4-yl]-7-methyl-8-(4-methylpent-3-enyl)-3-propan-2-yl-4H-naphthalen-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 + 0.9869 98.69%
Caco-2 - 0.7242 72.42%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7924 79.24%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8312 83.12%
OATP1B3 inhibitior + 0.9298 92.98%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9929 99.29%
P-glycoprotein inhibitior + 0.8725 87.25%
P-glycoprotein substrate + 0.6013 60.13%
CYP3A4 substrate + 0.6648 66.48%
CYP2C9 substrate - 0.7891 78.91%
CYP2D6 substrate - 0.8128 81.28%
CYP3A4 inhibition - 0.6857 68.57%
CYP2C9 inhibition + 0.8759 87.59%
CYP2C19 inhibition + 0.7680 76.80%
CYP2D6 inhibition - 0.7015 70.15%
CYP1A2 inhibition + 0.8093 80.93%
CYP2C8 inhibition + 0.7001 70.01%
CYP inhibitory promiscuity + 0.8833 88.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6578 65.78%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8816 88.16%
Skin irritation - 0.7236 72.36%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7517 75.17%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5198 51.98%
skin sensitisation - 0.7270 72.70%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6779 67.79%
Acute Oral Toxicity (c) III 0.7297 72.97%
Estrogen receptor binding + 0.8478 84.78%
Androgen receptor binding + 0.7218 72.18%
Thyroid receptor binding + 0.6402 64.02%
Glucocorticoid receptor binding + 0.8592 85.92%
Aromatase binding + 0.6664 66.64%
PPAR gamma + 0.6971 69.71%
Honey bee toxicity - 0.7076 70.76%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9905 99.05%

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
CHEMBL2581 P07339 Cathepsin D 98.46% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.81% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.59% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 96.89% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.06% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.45% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.34% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.46% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.46% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.65% 86.33%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 90.25% 83.10%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.54% 99.23%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.87% 96.90%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.41% 96.38%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.17% 97.21%
CHEMBL4581 P52732 Kinesin-like protein 1 85.00% 93.18%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 84.88% 92.08%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.75% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.67% 94.75%
CHEMBL284 P27487 Dipeptidyl peptidase IV 83.57% 95.69%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.35% 93.65%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.76% 99.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.14% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.94% 96.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 80.85% 92.50%
CHEMBL1907 P15144 Aminopeptidase N 80.69% 93.31%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.55% 92.62%

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.
Salvia prionitis

Cross-Links

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PubChem 163009937
LOTUS LTS0115855
wikiData Q105159200