(2Z)-2-Methyl-4-[2,2,14,14-tetramethyl-5-hydroxy-6,9-dioxo-12-(3-methyl-2-butenyl)-10beta,10abeta,8beta-(epoxy[1,2,3]propanetriyl)-8,9,10,10a-tetrahydro-2H,6H-pyrano[3,2-b]xanthene-10-yl]-2-butenoic acid

Details

• Internal ID: 27db23b0-1694-4594-9a3c-e334c6bb8741
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: (Z)-4-[(1R,2R,17R,19S)-12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1O[C@]45[C@@H]6C[C@H](C=C4C3=O)C(=O)[C@]5(OC6(C)C)C/C=C(/C)\C(=O)O)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C33H36O8/c1-16(2)8-9-20-26-19(11-12-30(4,5)39-26)24(34)23-25(35)21-14-18-15-22-31(6,7)41-32(28(18)36,13-10-17(3)29(37)38)33(21,22)40-27(20)23/h8,10-12,14,18,22,34H,9,13,15H2,1-7H3,(H,37,38)/b17-10-/t18-,22+,32+,33-/m0/s1
• InChI Key: COVMVPHACFXMAX-NLAWGVGUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₆O₈
• Molecular Weight: 560.60 g/mol
• Exact Mass: 560.24101810 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.51
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	-	0.7658	76.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	-	0.4097	40.97%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9947	99.47%
P-glycoprotein inhibitior	+	0.8184	81.84%
P-glycoprotein substrate	+	0.5722	57.22%
CYP3A4 substrate	+	0.6857	68.57%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.8429	84.29%
CYP2C9 inhibition	+	0.5466	54.66%
CYP2C19 inhibition	-	0.5818	58.18%
CYP2D6 inhibition	-	0.8825	88.25%
CYP1A2 inhibition	-	0.6486	64.86%
CYP2C8 inhibition	+	0.7140	71.40%
CYP inhibitory promiscuity	-	0.5994	59.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4633	46.33%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8608	86.08%
Skin irritation	-	0.6245	62.45%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5067	50.67%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7428	74.28%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8934	89.34%
Acute Oral Toxicity (c)	I	0.4804	48.04%
Estrogen receptor binding	+	0.8567	85.67%
Androgen receptor binding	+	0.7542	75.42%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.8522	85.22%
Aromatase binding	+	0.8071	80.71%
PPAR gamma	+	0.7632	76.32%
Honey bee toxicity	-	0.7298	72.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

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	99.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.22%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.98%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.87%	85.14%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.68%	95.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.22%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.22%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.71%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.38%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.54%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.42%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.39%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.35%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%

Plants that contains it

• Callitriche stagnalis
• Croton discolor
• Drynaria coronans
• Eclipta prostrata
• Fragaria chiloensis
• Garcinia gaudichaudii
• Garcinia hanburyi
• Garcinia morella
• Hemionitis glauca
• Millettia extensa
• Peucedanum japonicum
• Rhizomnium pseudopunctatum
• Ruscus hypoglossum
• Salix babylonica
• Scrophularia glabrata
• Toxicodendron radicans
• Vernonanthura discolor
• Wrightia coccinea

Cross-Links

• PubChem: 102533562
• NPASS: NPC144462
• LOTUS: LTS0104163
• wikiData: Q105159602