(1S,2S,13S,15R)-6-[(2E)-3,7-dimethylocta-2,6-dienoxy]-8-hydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-enyl)-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4(9),5,7,11-tetraene-10,14-dione

Details

• Internal ID: b41d36a6-104a-439f-97cd-b3daa919e8fa
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (1S,2S,13S,15R)-6-[(2E)-3,7-dimethylocta-2,6-dienoxy]-8-hydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-enyl)-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4(9),5,7,11-tetraene-10,14-dione
• SMILES (Canonical): CC(=CCCC(=CCOC1=C(C2=C(C(=C1)O)C(=O)C3=CC4CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C)CC=C(C)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/COC1=C(C2=C(C(=C1)O)C(=O)C3=C[C@@H]4C[C@@H]5[C@@]3(O2)[C@](C4=O)(OC5(C)C)CC=C(C)C)CC=C(C)C)/C)C
• InChI: InChI=1S/C38H48O6/c1-22(2)11-10-12-25(7)16-18-42-30-21-29(39)32-33(40)28-19-26-20-31-36(8,9)44-37(35(26)41,17-15-24(5)6)38(28,31)43-34(32)27(30)14-13-23(3)4/h11,13,15-16,19,21,26,31,39H,10,12,14,17-18,20H2,1-9H3/b25-16+/t26-,31+,37+,38-/m1/s1
• InChI Key: CYSGOBSZQASJBE-WOQRFNKWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₆
• Molecular Weight: 600.80 g/mol
• Exact Mass: 600.34508925 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 8.34
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	-	0.7717	77.17%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8981	89.81%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.7981	79.81%
OATP1B3 inhibitior	+	0.8076	80.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5064	50.64%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8701	87.01%
P-glycoprotein substrate	+	0.5233	52.33%
CYP3A4 substrate	+	0.6963	69.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8338	83.38%
CYP3A4 inhibition	-	0.6995	69.95%
CYP2C9 inhibition	-	0.5955	59.55%
CYP2C19 inhibition	-	0.7462	74.62%
CYP2D6 inhibition	-	0.8806	88.06%
CYP1A2 inhibition	-	0.5460	54.60%
CYP2C8 inhibition	+	0.7346	73.46%
CYP inhibitory promiscuity	-	0.7265	72.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5977	59.77%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.6981	69.81%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4083	40.83%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8290	82.90%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6425	64.25%
Acute Oral Toxicity (c)	III	0.3651	36.51%
Estrogen receptor binding	+	0.8024	80.24%
Androgen receptor binding	+	0.7653	76.53%
Thyroid receptor binding	+	0.6397	63.97%
Glucocorticoid receptor binding	+	0.8464	84.64%
Aromatase binding	+	0.7737	77.37%
PPAR gamma	+	0.7108	71.08%
Honey bee toxicity	-	0.6300	63.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	99.59%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.66%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.99%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.56%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.56%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.52%	94.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.35%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.69%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.60%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.13%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.46%	92.94%
CHEMBL4208	P20618	Proteasome component C5	86.44%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.36%	95.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.92%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.53%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.12%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.66%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.57%	96.90%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.88%	93.40%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.70%	93.10%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.15%	96.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.03%	91.03%

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: 25208760
• NPASS: NPC262649
• LOTUS: LTS0090034
• wikiData: Q104972524