Chrysosporazine G

Details

• Internal ID: d6e5ea45-a159-4fa3-973b-efb2d73df521
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (2R,3S,6S,10S,11S)-5-acetyl-10-hydroxy-13-methoxy-6-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]-11-phenyl-15,17-dioxa-5,8-diazapentacyclo[10.7.0.02,10.03,8.014,18]nonadeca-1(19),12,14(18)-trien-9-one
• SMILES (Canonical): CC(=O)N1CC2C3C4=CC5=C(C(=C4C(C3(C(=O)N2CC1CC6=CC7=C(C(=C6)OC)OCO7)O)C8=CC=CC=C8)OC)OCO5
• SMILES (Isomeric): CC(=O)N1C[C@@H]2[C@H]3C4=CC5=C(C(=C4[C@@H]([C@]3(C(=O)N2C[C@@H]1CC6=CC7=C(C(=C6)OC)OCO7)O)C8=CC=CC=C8)OC)OCO5
• InChI: InChI=1S/C33H32N2O9/c1-17(36)34-14-22-28-21-12-25-30(44-16-42-25)31(40-3)26(21)27(19-7-5-4-6-8-19)33(28,38)32(37)35(22)13-20(34)9-18-10-23(39-2)29-24(11-18)41-15-43-29/h4-8,10-12,20,22,27-28,38H,9,13-16H2,1-3H3/t20-,22+,27-,28+,33-/m0/s1
• InChI Key: DUAOTFLIFONCQN-QGZVPWQWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₂N₂O₉
• Molecular Weight: 600.60 g/mol
• Exact Mass: 600.21078060 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• Chrysosporazine G
• BDBM50584513

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5908	59.08%
Caco-2	-	0.7191	71.91%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4885	48.85%
OATP2B1 inhibitior	-	0.7096	70.96%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8044	80.44%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9084	90.84%
P-glycoprotein substrate	+	0.5314	53.14%
CYP3A4 substrate	+	0.6984	69.84%
CYP2C9 substrate	-	0.5714	57.14%
CYP2D6 substrate	-	0.8161	81.61%
CYP3A4 inhibition	+	0.8475	84.75%
CYP2C9 inhibition	+	0.5850	58.50%
CYP2C19 inhibition	+	0.5354	53.54%
CYP2D6 inhibition	-	0.8038	80.38%
CYP1A2 inhibition	-	0.8999	89.99%
CYP2C8 inhibition	+	0.5986	59.86%
CYP inhibitory promiscuity	+	0.6876	68.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5939	59.39%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9491	94.91%
Skin irritation	-	0.7981	79.81%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8336	83.36%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5964	59.64%
skin sensitisation	-	0.8993	89.93%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6579	65.79%
Acute Oral Toxicity (c)	III	0.6463	64.63%
Estrogen receptor binding	+	0.7964	79.64%
Androgen receptor binding	+	0.7778	77.78%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.8184	81.84%
Aromatase binding	-	0.4884	48.84%
PPAR gamma	+	0.7042	70.42%
Honey bee toxicity	-	0.7456	74.56%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9214	92.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.64%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.32%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.83%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.88%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	94.59%	83.82%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.05%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.64%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	91.78%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.45%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.26%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.23%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.63%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.95%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.77%	82.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.67%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.50%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.27%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.16%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.27%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.87%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	80.20%	90.17%
CHEMBL4208	P20618	Proteasome component C5	80.17%	90.00%

Plants that contains it

• Agathis australis
• Chamaecyparis formosensis
• Cunninghamia lanceolata
• Fritillaria thunbergii
• Mikania alvimii
• Oryctanthus spicatus

Cross-Links

• PubChem: 146684649
• LOTUS: LTS0162255
• wikiData: Q105139259