Moreollic acid

Details

• Internal ID: 93e69aff-4cdb-460d-aed0-1d985bb7a281
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: (Z)-4-[(1S,2S,15R,16S,17S,19R)-12-hydroxy-16-methoxy-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-tetraen-19-yl]-2-methylbut-2-enoic acid
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C(C4C3=O)OC)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@@H]([C@H]4C3=O)OC)C(=O)[C@@]5(OC6(C)C)C/C=C(/C)\C(=O)O)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C34H40O9/c1-16(2)9-10-19-26-18(12-13-31(4,5)41-26)24(35)22-25(36)23-28(40-8)20-15-21-32(6,7)43-33(29(20)37,14-11-17(3)30(38)39)34(21,23)42-27(19)22/h9,11-13,20-21,23,28,35H,10,14-15H2,1-8H3,(H,38,39)/b17-11-/t20-,21-,23+,28-,33-,34-/m0/s1
• InChI Key: YWPUDSYPVZVGNW-RUEIIJHESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₉
• Molecular Weight: 592.70 g/mol
• Exact Mass: 592.26723285 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• EX-A6191
• 173792-68-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	-	0.7696	76.96%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7158	71.58%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	-	0.3554	35.54%
OATP1B3 inhibitior	-	0.2572	25.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9951	99.51%
P-glycoprotein inhibitior	+	0.8242	82.42%
P-glycoprotein substrate	+	0.6007	60.07%
CYP3A4 substrate	+	0.6996	69.96%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.7605	76.05%
CYP2C9 inhibition	-	0.5776	57.76%
CYP2C19 inhibition	+	0.5134	51.34%
CYP2D6 inhibition	-	0.8389	83.89%
CYP1A2 inhibition	-	0.6695	66.95%
CYP2C8 inhibition	+	0.7328	73.28%
CYP inhibitory promiscuity	-	0.5058	50.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4661	46.61%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8831	88.31%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5352	53.52%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7734	77.34%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8415	84.15%
Acute Oral Toxicity (c)	I	0.4809	48.09%
Estrogen receptor binding	+	0.8339	83.39%
Androgen receptor binding	+	0.7759	77.59%
Thyroid receptor binding	+	0.6451	64.51%
Glucocorticoid receptor binding	+	0.8649	86.49%
Aromatase binding	+	0.7873	78.73%
PPAR gamma	+	0.7529	75.29%
Honey bee toxicity	-	0.7137	71.37%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	99.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.37%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.10%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.69%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.50%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.66%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.96%	95.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.45%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	90.34%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.65%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.96%	85.30%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.96%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.75%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.83%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.61%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.42%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	80.56%	94.73%

Plants that contains it

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

Cross-Links

• PubChem: 10507667
• NPASS: NPC294457
• LOTUS: LTS0040868
• wikiData: Q105367015