(3S)-3-hydroxy-3,10,10,13-tetramethyl-6,11-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2(7),4,8,12-pentaene-14,15-dione

Details

Top
Internal ID 33cd548c-fb49-4ca8-ac3d-25178af49456
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (3S)-3-hydroxy-3,10,10,13-tetramethyl-6,11-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2(7),4,8,12-pentaene-14,15-dione
SMILES (Canonical) CC1=C2C3=C(C4=C(C=C3C(O2)(C)C)OC=CC4(C)O)C(=O)C1=O
SMILES (Isomeric) CC1=C2C3=C(C4=C(C=C3C(O2)(C)C)OC=C[C@]4(C)O)C(=O)C1=O
InChI InChI=1S/C18H16O5/c1-8-14(19)15(20)12-11-9(17(2,3)23-16(8)11)7-10-13(12)18(4,21)5-6-22-10/h5-7,21H,1-4H3/t18-/m0/s1
InChI Key VMMFPHJFSTXENR-SFHVURJKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C18H16O5
Molecular Weight 312.30 g/mol
Exact Mass 312.09977361 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S)-3-hydroxy-3,10,10,13-tetramethyl-6,11-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2(7),4,8,12-pentaene-14,15-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 + 0.5720 57.20%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8473 84.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9346 93.46%
OATP1B3 inhibitior + 0.9615 96.15%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.7626 76.26%
P-glycoprotein inhibitior - 0.7487 74.87%
P-glycoprotein substrate - 0.8040 80.40%
CYP3A4 substrate + 0.5642 56.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8277 82.77%
CYP3A4 inhibition - 0.5397 53.97%
CYP2C9 inhibition + 0.8006 80.06%
CYP2C19 inhibition + 0.5975 59.75%
CYP2D6 inhibition - 0.8052 80.52%
CYP1A2 inhibition + 0.6630 66.30%
CYP2C8 inhibition - 0.7885 78.85%
CYP inhibitory promiscuity + 0.7046 70.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.5397 53.97%
Eye corrosion - 0.9839 98.39%
Eye irritation + 0.5673 56.73%
Skin irritation - 0.6214 62.14%
Skin corrosion - 0.9098 90.98%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6803 68.03%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5434 54.34%
skin sensitisation - 0.6369 63.69%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6424 64.24%
Acute Oral Toxicity (c) III 0.5322 53.22%
Estrogen receptor binding + 0.8666 86.66%
Androgen receptor binding + 0.5775 57.75%
Thyroid receptor binding + 0.5460 54.60%
Glucocorticoid receptor binding + 0.6964 69.64%
Aromatase binding + 0.6235 62.35%
PPAR gamma + 0.6425 64.25%
Honey bee toxicity - 0.9147 91.47%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9806 98.06%

Targets

Top

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 93.09% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.02% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.49% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.31% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.49% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.18% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.17% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 87.67% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.46% 85.14%
CHEMBL4208 P20618 Proteasome component C5 81.07% 90.00%

Plants that contains it

Top
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.
Bombax ceiba

Cross-Links

Top
PubChem 162962930
LOTUS LTS0203126
wikiData Q105289069