(E)-4-[(1R,13R,15S)-6,8-dihydroxy-7-[(E)-2-hydroxypent-3-enyl]-17,17-dimethyl-5-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4(9),5,7,11-tetraen-15-yl]-2-methylbut-2-enal

Details

• Internal ID: abbe95e6-b14a-437d-9c13-efe87eb8d4ae
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (E)-4-[(1R,13R,15S)-6,8-dihydroxy-7-[(E)-2-hydroxypent-3-enyl]-17,17-dimethyl-5-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4(9),5,7,11-tetraen-15-yl]-2-methylbut-2-enal
• SMILES (Canonical): CC=CC(CC1=C(C2=C(C(=C1O)CC=C(C)C)OC34C5CC(C=C3C2=O)C(=O)C4(OC5(C)C)CC=C(C)C=O)O)O
• SMILES (Isomeric): C/C=C/C(CC1=C(C2=C(C(=C1O)CC=C(C)C)OC34[C@@H]5C[C@H](C=C3C2=O)C(=O)[C@]4(OC5(C)C)C/C=C(\C)/C=O)O)O
• InChI: InChI=1S/C33H38O8/c1-7-8-20(35)15-22-26(36)21(10-9-17(2)3)29-25(27(22)37)28(38)23-13-19-14-24-31(5,6)41-32(30(19)39,33(23,24)40-29)12-11-18(4)16-34/h7-9,11,13,16,19-20,24,35-37H,10,12,14-15H2,1-6H3/b8-7+,18-11+/t19-,20?,24+,32+,33?/m0/s1
• InChI Key: ZOZFKCVZTKVRAR-GHAMOEKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₈
• Molecular Weight: 562.60 g/mol
• Exact Mass: 562.25666817 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.7917	79.17%
Blood Brain Barrier	+	0.5888	58.88%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6494	64.94%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.7431	74.31%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9928	99.28%
P-glycoprotein inhibitior	+	0.7769	77.69%
P-glycoprotein substrate	+	0.6422	64.22%
CYP3A4 substrate	+	0.7031	70.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.7796	77.96%
CYP2C9 inhibition	-	0.5070	50.70%
CYP2C19 inhibition	-	0.6917	69.17%
CYP2D6 inhibition	-	0.8770	87.70%
CYP1A2 inhibition	-	0.6342	63.42%
CYP2C8 inhibition	+	0.7245	72.45%
CYP inhibitory promiscuity	-	0.6430	64.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5320	53.20%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.6637	66.37%
Skin corrosion	-	0.9084	90.84%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6208	62.08%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7329	73.29%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7434	74.34%
Acute Oral Toxicity (c)	III	0.3448	34.48%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.7395	73.95%
Thyroid receptor binding	+	0.5989	59.89%
Glucocorticoid receptor binding	+	0.8589	85.89%
Aromatase binding	+	0.7231	72.31%
PPAR gamma	+	0.7176	71.76%
Honey bee toxicity	-	0.6054	60.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.67%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.50%	94.45%
CHEMBL284	P27487	Dipeptidyl peptidase IV	95.57%	95.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.38%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.42%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.38%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.52%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.42%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.07%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.89%	90.24%
CHEMBL1951	P21397	Monoamine oxidase A	86.43%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.90%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.28%	95.89%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.18%	92.68%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.78%	99.23%
CHEMBL301	P24941	Cyclin-dependent kinase 2	81.42%	91.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.41%	96.90%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.11%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.37%	86.33%

Plants that contains it

• Garcinia gaudichaudii

Cross-Links

• PubChem: 101949810
• LOTUS: LTS0217002
• wikiData: Q105380792