(1S,2S,8R,17S,19R)-12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-enyl)-8-(4-methylpent-3-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: 7ccf61f8-60cb-4f30-bad5-d40fa5734f6f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: (1S,2S,8R,17S,19R)-12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-enyl)-8-(4-methylpent-3-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(=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)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@@H](C=C4C3=O)C(=O)[C@@]5(OC6(C)C)CC=C(C)C)O)C)C
• InChI: InChI=1S/C38H46O6/c1-21(2)11-10-16-36(9)17-15-25-30(39)29-31(40)27-19-24-20-28-35(7,8)44-37(34(24)41,18-14-23(5)6)38(27,28)43-33(29)26(32(25)42-36)13-12-22(3)4/h11-12,14-15,17,19,24,28,39H,10,13,16,18,20H2,1-9H3/t24-,28+,36-,37+,38-/m1/s1
• InChI Key: UVSUFYGCWITFIZ-HRSBLVQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₆O₆
• Molecular Weight: 598.80 g/mol
• Exact Mass: 598.32943918 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 8.17
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.7535	75.35%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8308	83.08%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	-	0.5617	56.17%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8630	86.30%
P-glycoprotein substrate	+	0.6216	62.16%
CYP3A4 substrate	+	0.6974	69.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.7509	75.09%
CYP2C9 inhibition	-	0.5943	59.43%
CYP2C19 inhibition	-	0.7121	71.21%
CYP2D6 inhibition	-	0.8727	87.27%
CYP1A2 inhibition	+	0.5160	51.60%
CYP2C8 inhibition	+	0.6981	69.81%
CYP inhibitory promiscuity	-	0.7270	72.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5345	53.45%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8883	88.83%
Skin irritation	-	0.6331	63.31%
Skin corrosion	-	0.8945	89.45%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6579	65.79%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	-	0.7563	75.63%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8518	85.18%
Acute Oral Toxicity (c)	III	0.4280	42.80%
Estrogen receptor binding	+	0.8126	81.26%
Androgen receptor binding	+	0.7557	75.57%
Thyroid receptor binding	+	0.6600	66.00%
Glucocorticoid receptor binding	+	0.8383	83.83%
Aromatase binding	+	0.7985	79.85%
PPAR gamma	+	0.7289	72.89%
Honey bee toxicity	-	0.6654	66.54%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	96.49%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.24%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.65%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.97%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.86%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.01%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.97%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.48%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.93%	99.23%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.93%	95.69%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.75%	91.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.68%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.28%	95.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.81%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.57%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.77%	86.33%

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: 101690778
• NPASS: NPC73094
• LOTUS: LTS0041255
• wikiData: Q105280082