(1S,2S,17S,19R)-12-hydroxy-19-[(E)-4-hydroxy-3-methylbut-2-enyl]-8,8,21,21-tetramethyl-5-(3-methylbut-2-enyl)-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaene-14,18-dione

Details

• Internal ID: 626d3450-97e0-40a1-9c72-dfcfdac74d97
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: (1S,2S,17S,19R)-12-hydroxy-19-[(E)-4-hydroxy-3-methylbut-2-enyl]-8,8,21,21-tetramethyl-5-(3-methylbut-2-enyl)-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaene-14,18-dione
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)CO)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)/CO)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C33H38O7/c1-17(2)8-9-21-27-20(11-12-30(4,5)38-27)25(35)24-26(36)22-14-19-15-23-31(6,7)40-32(29(19)37,13-10-18(3)16-34)33(22,23)39-28(21)24/h8,10-12,14,19,23,34-35H,9,13,15-16H2,1-7H3/b18-10+/t19-,23+,32+,33-/m1/s1
• InChI Key: UWZMGTSPGQXAAP-PVKLYBQVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₇
• Molecular Weight: 546.60 g/mol
• Exact Mass: 546.26175355 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.42
• 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	+	0.9851	98.51%
Caco-2	-	0.7226	72.26%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8365	83.65%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.7019	70.19%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7564	75.64%
BSEP inhibitior	+	0.9918	99.18%
P-glycoprotein inhibitior	+	0.8034	80.34%
P-glycoprotein substrate	+	0.6429	64.29%
CYP3A4 substrate	+	0.6943	69.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.6501	65.01%
CYP2C9 inhibition	-	0.6792	67.92%
CYP2C19 inhibition	-	0.7055	70.55%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.6244	62.44%
CYP2C8 inhibition	+	0.6876	68.76%
CYP inhibitory promiscuity	-	0.6423	64.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4875	48.75%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8788	87.88%
Skin irritation	-	0.6513	65.13%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5327	53.27%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8193	81.93%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7021	70.21%
Acute Oral Toxicity (c)	III	0.4347	43.47%
Estrogen receptor binding	+	0.8458	84.58%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.6250	62.50%
Glucocorticoid receptor binding	+	0.8431	84.31%
Aromatase binding	+	0.8373	83.73%
PPAR gamma	+	0.7819	78.19%
Honey bee toxicity	-	0.6771	67.71%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	99.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.05%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.57%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.47%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.04%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.00%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.70%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.55%	91.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.61%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.77%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	85.60%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.40%	96.90%
CHEMBL1951	P21397	Monoamine oxidase A	82.80%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.30%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.88%	91.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.37%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.18%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.52%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.20%	86.33%

Plants that contains it

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

Cross-Links

• PubChem: 101389908
• NPASS: NPC211942
• LOTUS: LTS0004213
• wikiData: Q104400275