(7R,9R,17S)-7-[(E)-3-carboxybut-2-enyl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-enyl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.03,11.04,8.015,19]icosa-1(20),3(11),4(8),13,15(19)-pentaene-7-carboxylic acid

Details

• Internal ID: 8fd595dc-0fb4-4c59-88dd-209a771ceea2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (7R,9R,17S)-7-[(E)-3-carboxybut-2-enyl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-enyl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.03,11.04,8.015,19]icosa-1(20),3(11),4(8),13,15(19)-pentaene-7-carboxylic acid
• InChI: InChI=1S/C34H40O10/c1-15(2)10-11-18-27-21(26(36)24-28(18)42-17(4)32(24,5)6)25(35)19-14-20(41-9)22-23(29(19)43-27)33(7,8)44-34(22,31(39)40)13-12-16(3)30(37)38/h10,12,17,20,36H,11,13-14H2,1-9H3,(H,37,38)(H,39,40)/b16-12+/t17-,20+,34+/m0/s1
• InChI Key: CDEHIYLRKGRKGU-UCICCCPWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₁₀
• Molecular Weight: 608.70 g/mol
• Exact Mass: 608.26214747 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.8064	80.64%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7773	77.73%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.8080	80.80%
OATP1B3 inhibitior	-	0.4249	42.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9837	98.37%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	+	0.6795	67.95%
CYP3A4 substrate	+	0.6975	69.75%
CYP2C9 substrate	+	0.6198	61.98%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.7608	76.08%
CYP2C9 inhibition	-	0.5102	51.02%
CYP2C19 inhibition	-	0.6029	60.29%
CYP2D6 inhibition	-	0.8370	83.70%
CYP1A2 inhibition	-	0.6135	61.35%
CYP2C8 inhibition	+	0.7009	70.09%
CYP inhibitory promiscuity	-	0.5085	50.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4492	44.92%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8833	88.33%
Skin irritation	-	0.7282	72.82%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.5519	55.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.5283	52.83%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.7946	79.46%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5062	50.62%
Acute Oral Toxicity (c)	I	0.5475	54.75%
Estrogen receptor binding	+	0.7435	74.35%
Androgen receptor binding	+	0.7199	71.99%
Thyroid receptor binding	+	0.5321	53.21%
Glucocorticoid receptor binding	+	0.7604	76.04%
Aromatase binding	+	0.7650	76.50%
PPAR gamma	+	0.6928	69.28%
Honey bee toxicity	-	0.6857	68.57%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	99.82%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.65%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.68%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.48%	89.34%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.29%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.43%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.71%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.54%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.01%	82.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.91%	85.14%
CHEMBL204	P00734	Thrombin	88.28%	96.01%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.78%	94.42%
CHEMBL1951	P21397	Monoamine oxidase A	87.63%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.70%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.05%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.01%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.26%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.18%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.13%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.93%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.63%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.89%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.30%	99.17%
CHEMBL1871	P10275	Androgen Receptor	80.53%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.33%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.21%	95.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.03%	93.04%

Plants that contains it

• Garcinia scortechinii

Cross-Links

• PubChem: 162870953
• LOTUS: LTS0272628
• wikiData: Q104954298