3-Ethenyl-3,4a,10a-trimethyl-1,2,5,6,6a,7,8,9,10,10b-decahydrobenzo[f]chromene-7-carboxylic acid

Details

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Internal ID d42cbdec-73ab-4405-bdcd-d7c55e77f84b
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name 3-ethenyl-3,4a,10a-trimethyl-1,2,5,6,6a,7,8,9,10,10b-decahydrobenzo[f]chromene-7-carboxylic acid
SMILES (Canonical) CC1(CCC2C3(CCCC(C3CCC2(O1)C)C(=O)O)C)C=C
SMILES (Isomeric) CC1(CCC2C3(CCCC(C3CCC2(O1)C)C(=O)O)C)C=C
InChI InChI=1S/C19H30O3/c1-5-17(2)11-9-15-18(3)10-6-7-13(16(20)21)14(18)8-12-19(15,4)22-17/h5,13-15H,1,6-12H2,2-4H3,(H,20,21)
InChI Key ODDURRZVPUZRPP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H30O3
Molecular Weight 306.40 g/mol
Exact Mass 306.21949481 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-Ethenyl-3,4a,10a-trimethyl-1,2,5,6,6a,7,8,9,10,10b-decahydrobenzo[f]chromene-7-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9846 98.46%
Caco-2 + 0.7355 73.55%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Plasma membrane 0.4906 49.06%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8963 89.63%
OATP1B3 inhibitior + 0.8838 88.38%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.4584 45.84%
P-glycoprotein inhibitior - 0.7973 79.73%
P-glycoprotein substrate - 0.9312 93.12%
CYP3A4 substrate + 0.6304 63.04%
CYP2C9 substrate - 0.6036 60.36%
CYP2D6 substrate - 0.8666 86.66%
CYP3A4 inhibition - 0.6797 67.97%
CYP2C9 inhibition - 0.6624 66.24%
CYP2C19 inhibition - 0.7159 71.59%
CYP2D6 inhibition - 0.9595 95.95%
CYP1A2 inhibition - 0.6622 66.22%
CYP2C8 inhibition - 0.6925 69.25%
CYP inhibitory promiscuity - 0.9591 95.91%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6749 67.49%
Eye corrosion - 0.9682 96.82%
Eye irritation - 0.9559 95.59%
Skin irritation - 0.5963 59.63%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7674 76.74%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6334 63.34%
skin sensitisation - 0.5540 55.40%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5491 54.91%
Acute Oral Toxicity (c) III 0.7559 75.59%
Estrogen receptor binding + 0.7575 75.75%
Androgen receptor binding + 0.6616 66.16%
Thyroid receptor binding + 0.7041 70.41%
Glucocorticoid receptor binding + 0.8300 83.00%
Aromatase binding + 0.6426 64.26%
PPAR gamma - 0.5777 57.77%
Honey bee toxicity - 0.8495 84.95%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9809 98.09%

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
CHEMBL4040 P28482 MAP kinase ERK2 90.25% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 88.12% 91.19%
CHEMBL4246 P42680 Tyrosine-protein kinase TEC 88.12% 82.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.34% 96.09%
CHEMBL233 P35372 Mu opioid receptor 86.18% 97.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.11% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.63% 100.00%
CHEMBL5028 O14672 ADAM10 81.91% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.03% 100.00%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 80.27% 88.81%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.24% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.19% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.09% 96.38%

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.
Tripterygium wilfordii

Cross-Links

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PubChem 73809768
LOTUS LTS0138962
wikiData Q105189779