6,8,12,14-Tetrahydroxy-3-[5-[5-hydroxy-4-[5-[5-hydroxy-4-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-18-indol-3-ylidene-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1,9,11,13,15,17(21)-hexaene-4,19-dione

Details

• Internal ID: 45cb8b18-87c4-4b5c-80dc-eac4bc719701
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 6,8,12,14-tetrahydroxy-3-[5-[5-hydroxy-4-[5-[5-hydroxy-4-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-18-indol-3-ylidene-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1,9,11,13,15,17(21)-hexaene-4,19-dione
• SMILES (Canonical): CC1C(CCC(O1)OC2CC(OC(C2O)C)OC3CCC(OC3C)OC4CC(OC(C4O)C)OC5CCC(OC5C)OC67C(=O)CC(CC6(C=CC8=C(C9=C(C=CC1=C9C(=C78)OC(=O)C1=C1C=NC2=CC=CC=C21)O)O)O)(C)O)O
• SMILES (Isomeric): CC1C(CCC(O1)OC2CC(OC(C2O)C)OC3CCC(OC3C)OC4CC(OC(C4O)C)OC5CCC(OC5C)OC67C(=O)CC(CC6(C=CC8=C(C9=C(C=CC1=C9C(=C78)OC(=O)C1=C1C=NC2=CC=CC=C21)O)O)O)(C)O)O
• InChI: InChI=1S/C59H71NO20/c1-26-36(61)13-16-43(70-26)77-40-21-46(73-29(4)52(40)64)75-38-14-17-44(71-27(38)2)78-41-22-47(74-30(5)53(41)65)76-39-15-18-45(72-28(39)3)80-59-42(63)23-57(6,68)25-58(59,69)20-19-33-51(59)55-49-32(11-12-37(62)50(49)54(33)66)48(56(67)79-55)34-24-60-35-10-8-7-9-31(34)35/h7-12,19-20,24,26-30,36,38-41,43-47,52-53,61-62,64-66,68-69H,13-18,21-23,25H2,1-6H3
• InChI Key: PZGQTSAHVDEFSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₇₁NO₂₀
• Molecular Weight: 1114.20 g/mol
• Exact Mass: 1113.45694365 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.54
• H-Bond Acceptor: 21
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9547	95.47%
Caco-2	-	0.8595	85.95%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5198	51.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8522	85.22%
OATP1B3 inhibitior	+	0.8841	88.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.9867	98.67%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.7969	79.69%
CYP3A4 substrate	+	0.7482	74.82%
CYP2C9 substrate	-	0.7924	79.24%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	-	0.7382	73.82%
CYP2C9 inhibition	-	0.6659	66.59%
CYP2C19 inhibition	-	0.6925	69.25%
CYP2D6 inhibition	-	0.8804	88.04%
CYP1A2 inhibition	-	0.5933	59.33%
CYP2C8 inhibition	+	0.7920	79.20%
CYP inhibitory promiscuity	-	0.5969	59.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4439	44.39%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7358	73.58%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7376	73.76%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8141	81.41%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5810	58.10%
Acute Oral Toxicity (c)	III	0.3386	33.86%
Estrogen receptor binding	+	0.7436	74.36%
Androgen receptor binding	+	0.7718	77.18%
Thyroid receptor binding	+	0.6334	63.34%
Glucocorticoid receptor binding	+	0.7641	76.41%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.8042	80.42%
Honey bee toxicity	-	0.6888	68.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	99.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.32%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	98.34%	99.23%
CHEMBL2581	P07339	Cathepsin D	96.44%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.87%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.58%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.10%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.64%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.87%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.75%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.48%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.09%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.26%	97.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.07%	95.83%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.03%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.52%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.41%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.11%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.88%	83.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.73%	85.11%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.67%	96.39%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.20%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.32%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.05%	90.71%
CHEMBL2535	P11166	Glucose transporter	83.01%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.47%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	81.80%	94.75%
CHEMBL2996	Q05655	Protein kinase C delta	80.45%	97.79%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.42%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.24%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.15%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816670
• LOTUS: LTS0052889
• wikiData: Q104195589