(Z)-4-[(1R,2R,7S,14S,15S,16S,18S)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-enyl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

Details

• Internal ID: 1a03a696-52fe-44bb-98d2-a0d3a23fdae2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (Z)-4-[(1R,2R,7S,14S,15S,16S,18S)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-enyl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid
• SMILES (Canonical): CC1C(C2=C(O1)C(=C(C3=C2OC45C6CC(C(C4C3=O)OC)(C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)OC)O)CC=C(C)C)(C)C
• SMILES (Isomeric): C[C@H]1C(C2=C(O1)C(=C(C3=C2O[C@]45[C@@H]6C[C@]([C@H]([C@@H]4C3=O)OC)(C(=O)[C@]5(OC6(C)C)C/C=C(/C)\C(=O)O)OC)O)CC=C(C)C)(C)C
• InChI: InChI=1S/C35H44O10/c1-16(2)11-12-19-24(36)21-25(37)22-28(41-9)33(42-10)15-20-32(7,8)45-34(30(33)40,14-13-17(3)29(38)39)35(20,22)44-27(21)23-26(19)43-18(4)31(23,5)6/h11,13,18,20,22,28,36H,12,14-15H2,1-10H3,(H,38,39)/b17-13-/t18-,20+,22-,28-,33-,34+,35+/m0/s1
• InChI Key: WLNGEHPSYXBRGK-DDFVUCPBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₀
• Molecular Weight: 624.70 g/mol
• Exact Mass: 624.29344760 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.86
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	-	0.7603	76.03%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6795	67.95%
OATP2B1 inhibitior	-	0.5723	57.23%
OATP1B1 inhibitior	+	0.7682	76.82%
OATP1B3 inhibitior	-	0.5605	56.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9881	98.81%
P-glycoprotein inhibitior	+	0.8137	81.37%
P-glycoprotein substrate	+	0.6180	61.80%
CYP3A4 substrate	+	0.7117	71.17%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.7869	78.69%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5091	50.91%
CYP2D6 inhibition	-	0.8496	84.96%
CYP1A2 inhibition	-	0.6347	63.47%
CYP2C8 inhibition	+	0.6825	68.25%
CYP inhibitory promiscuity	-	0.5646	56.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5120	51.20%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8848	88.48%
Skin irritation	-	0.7297	72.97%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.5528	55.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6643	66.43%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5330	53.30%
skin sensitisation	-	0.7855	78.55%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6039	60.39%
Acute Oral Toxicity (c)	I	0.4511	45.11%
Estrogen receptor binding	+	0.7727	77.27%
Androgen receptor binding	+	0.7687	76.87%
Thyroid receptor binding	+	0.6278	62.78%
Glucocorticoid receptor binding	+	0.8315	83.15%
Aromatase binding	+	0.7939	79.39%
PPAR gamma	+	0.7438	74.38%
Honey bee toxicity	-	0.7091	70.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	98.80%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.43%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.34%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	95.94%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.64%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.90%	91.19%
CHEMBL2581	P07339	Cathepsin D	90.42%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.36%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.84%	89.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	88.01%	80.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.58%	85.30%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.48%	82.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.16%	96.12%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.56%	91.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.80%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.21%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.92%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.90%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.82%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.89%	93.00%
CHEMBL325	Q13547	Histone deacetylase 1	82.88%	95.92%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.48%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.41%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.00%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.89%	96.00%

Plants that contains it

• Garcinia scortechinii

Cross-Links

• PubChem: 101258584
• LOTUS: LTS0039677
• wikiData: Q105308096