PlantaeDB Logo
Login Sign-up

(3R,10aR)-3-chloro-10a-[[(3S,6S)-3-chloro-6-hydroxy-2,2,6-trimethylcyclohexyl]methyl]-4a,6,8-trihydroxy-2,2,7-trimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione

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

Top
Internal ID 2eab3dc9-a054-4f11-a6ea-1f512120a8ca
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (3R,10aR)-3-chloro-10a-[[(3S,6S)-3-chloro-6-hydroxy-2,2,6-trimethylcyclohexyl]methyl]-4a,6,8-trihydroxy-2,2,7-trimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione
SMILES (Canonical) CC1=C(C=C2C(=C1O)C(=O)C3(CC(C(OC3(C2=O)CC4C(C(CCC4(C)O)Cl)(C)C)(C)C)Cl)O)O
SMILES (Isomeric) CC1=C(C=C2C(=C1O)C(=O)C3(C[C@H](C(O[C@]3(C2=O)CC4[C@@](CC[C@@H](C4(C)C)Cl)(C)O)(C)C)Cl)O)O
InChI InChI=1S/C26H34Cl2O7/c1-12-14(29)9-13-18(19(12)30)21(32)25(34)11-17(28)23(4,5)35-26(25,20(13)31)10-15-22(2,3)16(27)7-8-24(15,6)33/h9,15-17,29-30,33-34H,7-8,10-11H2,1-6H3/t15?,16-,17+,24-,25?,26-/m0/s1
InChI Key NLLBVEYNGJBFKB-ZFARLDKKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C26H34Cl2O7
Molecular Weight 529.40 g/mol
Exact Mass 528.1681588 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.25
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,10aR)-3-chloro-10a-[[(3S,6S)-3-chloro-6-hydroxy-2,2,6-trimethylcyclohexyl]methyl]-4a,6,8-trihydroxy-2,2,7-trimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9786 97.86%
Caco-2 - 0.6695 66.95%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6905 69.05%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.7826 78.26%
OATP1B3 inhibitior + 0.8921 89.21%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6533 65.33%
P-glycoprotein inhibitior - 0.5162 51.62%
P-glycoprotein substrate - 0.5937 59.37%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8288 82.88%
CYP3A4 inhibition - 0.7561 75.61%
CYP2C9 inhibition - 0.7954 79.54%
CYP2C19 inhibition - 0.8675 86.75%
CYP2D6 inhibition - 0.9066 90.66%
CYP1A2 inhibition - 0.6649 66.49%
CYP2C8 inhibition + 0.6175 61.75%
CYP inhibitory promiscuity - 0.8751 87.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8349 83.49%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.7104 71.04%
Skin corrosion - 0.9099 90.99%
Ames mutagenesis - 0.6269 62.69%
Human Ether-a-go-go-Related Gene inhibition - 0.5751 57.51%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6843 68.43%
skin sensitisation - 0.8247 82.47%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4858 48.58%
Acute Oral Toxicity (c) III 0.4967 49.67%
Estrogen receptor binding + 0.7894 78.94%
Androgen receptor binding + 0.7250 72.50%
Thyroid receptor binding + 0.6343 63.43%
Glucocorticoid receptor binding + 0.8249 82.49%
Aromatase binding + 0.8440 84.40%
PPAR gamma + 0.7731 77.31%
Honey bee toxicity - 0.8586 85.86%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9916 99.16%

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 99.18% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.13% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.05% 96.21%
CHEMBL1951 P21397 Monoamine oxidase A 93.45% 91.49%
CHEMBL1937 Q92769 Histone deacetylase 2 92.99% 94.75%
CHEMBL2581 P07339 Cathepsin D 92.86% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.98% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.86% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.56% 95.89%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.64% 90.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.23% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.19% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.01% 96.09%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.66% 85.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.43% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.12% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.23% 94.00%
CHEMBL4581 P52732 Kinesin-like protein 1 82.05% 93.18%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.81% 93.04%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.39% 99.15%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.18% 91.07%
CHEMBL259 P32245 Melanocortin receptor 4 80.65% 95.38%
CHEMBL1871 P10275 Androgen Receptor 80.23% 96.43%

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.
There are no matching plants.

Cross-Links

Top
PubChem 145720575
LOTUS LTS0077860
wikiData Q105181402