(1'S,2S,4R,5'R)-5,7-dihydroxy-4-(2-methylpropyl)-1'-propan-2-ylspiro[3,4-dihydrochromene-2,4'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde

Details

Top
Internal ID 5c4901a0-3a73-4e1a-b24d-c42343c07a8f
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
IUPAC Name (1'S,2S,4R,5'R)-5,7-dihydroxy-4-(2-methylpropyl)-1'-propan-2-ylspiro[3,4-dihydrochromene-2,4'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde
SMILES (Canonical) CC(C)CC1CC2(CCC3(C2C3)C(C)C)OC4=C(C(=C(C(=C14)O)C=O)O)C=O
SMILES (Isomeric) CC(C)C[C@@H]1C[C@]2(CC[C@@]3([C@H]2C3)C(C)C)OC4=C(C(=C(C(=C14)O)C=O)O)C=O
InChI InChI=1S/C23H30O5/c1-12(2)7-14-8-23(6-5-22(13(3)4)9-17(22)23)28-21-16(11-25)19(26)15(10-24)20(27)18(14)21/h10-14,17,26-27H,5-9H2,1-4H3/t14-,17-,22+,23+/m1/s1
InChI Key DRQVGVASTZKOLP-XMSXUTLMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H30O5
Molecular Weight 386.50 g/mol
Exact Mass 386.20932405 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.83
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1'S,2S,4R,5'R)-5,7-dihydroxy-4-(2-methylpropyl)-1'-propan-2-ylspiro[3,4-dihydrochromene-2,4'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9491 94.91%
Caco-2 + 0.6177 61.77%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7874 78.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8154 81.54%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5580 55.80%
P-glycoprotein inhibitior - 0.5378 53.78%
P-glycoprotein substrate - 0.6098 60.98%
CYP3A4 substrate + 0.5989 59.89%
CYP2C9 substrate - 0.5860 58.60%
CYP2D6 substrate - 0.7784 77.84%
CYP3A4 inhibition - 0.6450 64.50%
CYP2C9 inhibition - 0.7394 73.94%
CYP2C19 inhibition - 0.8674 86.74%
CYP2D6 inhibition - 0.9061 90.61%
CYP1A2 inhibition + 0.5177 51.77%
CYP2C8 inhibition - 0.7023 70.23%
CYP inhibitory promiscuity - 0.7328 73.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7508 75.08%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.7702 77.02%
Skin irritation - 0.6839 68.39%
Skin corrosion - 0.9162 91.62%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4118 41.18%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6351 63.51%
skin sensitisation - 0.8680 86.80%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4655 46.55%
Estrogen receptor binding + 0.8643 86.43%
Androgen receptor binding + 0.7554 75.54%
Thyroid receptor binding + 0.6583 65.83%
Glucocorticoid receptor binding + 0.9004 90.04%
Aromatase binding + 0.6209 62.09%
PPAR gamma + 0.7815 78.15%
Honey bee toxicity - 0.8488 84.88%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9888 98.88%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.16% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.77% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.33% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.52% 98.95%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 89.06% 98.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.73% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.02% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.41% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.08% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.61% 93.56%

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.
Eucalyptus globulus

Cross-Links

Top
PubChem 58120323
LOTUS LTS0023418
wikiData Q104987583