(Z)-4-[(1S,2S,8S,17R,19R)-12-hydroxy-17-methoxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-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

Details

• Internal ID: e6406fc6-addd-4485-b02a-c4875d75ad9f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: (Z)-4-[(1S,2S,8S,17R,19R)-12-hydroxy-17-methoxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-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(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C=C4C3=O)(C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)OC)O)C)C
• SMILES (Isomeric): CC(=CCC[C@]1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)O[C@@]45[C@H]6C[C@@](C=C4C3=O)(C(=O)[C@@]5(OC6(C)C)C/C=C(/C)\C(=O)O)OC)O)C)C
• InChI: InChI=1S/C39H46O9/c1-21(2)11-10-16-36(8)17-15-24-29(40)28-30(41)26-19-37(45-9)20-27-35(6,7)48-38(34(37)44,18-14-23(5)33(42)43)39(26,27)47-32(28)25(31(24)46-36)13-12-22(3)4/h11-12,14-15,17,19,27,40H,10,13,16,18,20H2,1-9H3,(H,42,43)/b23-14-/t27-,36-,37-,38-,39+/m0/s1
• InChI Key: VFBTVWAAPNXXAP-HKYOMGAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₆O₉
• Molecular Weight: 658.80 g/mol
• Exact Mass: 658.31418304 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 7.01
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	-	0.7997	79.97%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8083	80.83%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	-	0.5929	59.29%
OATP1B3 inhibitior	+	0.8108	81.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9955	99.55%
P-glycoprotein inhibitior	+	0.8432	84.32%
P-glycoprotein substrate	+	0.6329	63.29%
CYP3A4 substrate	+	0.7109	71.09%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.7544	75.44%
CYP2C9 inhibition	-	0.5946	59.46%
CYP2C19 inhibition	-	0.6279	62.79%
CYP2D6 inhibition	-	0.8564	85.64%
CYP1A2 inhibition	-	0.5061	50.61%
CYP2C8 inhibition	+	0.7495	74.95%
CYP inhibitory promiscuity	-	0.6379	63.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4495	44.95%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.6651	66.51%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4656	46.56%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.8280	82.80%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8999	89.99%
Acute Oral Toxicity (c)	I	0.5654	56.54%
Estrogen receptor binding	+	0.7854	78.54%
Androgen receptor binding	+	0.7703	77.03%
Thyroid receptor binding	+	0.6665	66.65%
Glucocorticoid receptor binding	+	0.8351	83.51%
Aromatase binding	+	0.7543	75.43%
PPAR gamma	+	0.6776	67.76%
Honey bee toxicity	-	0.7083	70.83%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	99.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.06%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.33%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	95.31%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.02%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.37%	96.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	93.85%	95.69%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.68%	95.17%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.60%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	91.29%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.61%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.83%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.64%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.28%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.32%	96.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.27%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	84.02%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	80.46%	95.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.39%	96.95%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.13%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.07%	100.00%

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: 25208762
• NPASS: NPC86668
• LOTUS: LTS0043193
• wikiData: Q105285076