Langkocycline B1

Details

• Internal ID: 3c4a588f-82ca-4361-89a5-1a0bb9137c36
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (3S,6R,8R)-3-[(2S,5S,6S)-5-[(2S,4R,5R,6R)-4-[(2R,5R,6R)-5-[(2R,4S,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6,8,12,14-tetrahydroxy-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)OC45C(=O)CC(CC4(C=CC6=C(C7=C(C=CC8=C7C(=C56)OC(=O)C8=C9C=NC1=CC=CC=C19)O)O)O)(C)O)OC1CC(C(C(O1)C)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H](CC[C@H](O1)O[C@@H]2C[C@@H](O[C@@H]([C@H]2O)C)O[C@H]3CC[C@@H](O[C@H]3C)O[C@]45C(=O)C[C@](C[C@]4(C=CC6=C(C7=C(C=CC8=C7C(=C56)OC(=O)C8=C9C=NC1=CC=CC=C19)O)O)O)(C)O)O[C@@H]1C[C@@H]([C@H]([C@@H](O1)C)O)O
• InChI: InChI=1S/C53H61NO18/c1-23-34(68-40-18-33(56)46(58)25(3)66-40)12-14-38(64-23)70-36-19-41(67-26(4)47(36)59)69-35-13-15-39(65-24(35)2)72-53-37(57)20-51(5,62)22-52(53,63)17-16-29-45(53)49-43-28(10-11-32(55)44(43)48(29)60)42(50(61)71-49)30-21-54-31-9-7-6-8-27(30)31/h6-11,16-17,21,23-26,33-36,38-41,46-47,55-56,58-60,62-63H,12-15,18-20,22H2,1-5H3/t23-,24+,25+,26-,33+,34-,35+,36-,38-,39+,40-,41+,46+,47-,51+,52+,53+/m1/s1
• InChI Key: ZVJOQUQNKVBWSE-OVBJUMGYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₆₁NO₁₈
• Molecular Weight: 1000.00 g/mol
• Exact Mass: 999.38886410 g/mol
• Topological Polar Surface Area (TPSA): 271.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 19
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9210	92.10%
Caco-2	-	0.8614	86.14%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5211	52.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.9019	90.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	+	0.9843	98.43%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.7976	79.76%
CYP3A4 substrate	+	0.7484	74.84%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.7159	71.59%
CYP2C19 inhibition	-	0.7190	71.90%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	-	0.6310	63.10%
CYP2C8 inhibition	+	0.7658	76.58%
CYP inhibitory promiscuity	-	0.7441	74.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4597	45.97%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.7318	73.18%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	+	0.5646	56.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6944	69.44%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8108	81.08%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6216	62.16%
Acute Oral Toxicity (c)	III	0.3525	35.25%
Estrogen receptor binding	+	0.7575	75.75%
Androgen receptor binding	+	0.7706	77.06%
Thyroid receptor binding	+	0.6242	62.42%
Glucocorticoid receptor binding	+	0.7595	75.95%
Aromatase binding	+	0.5886	58.86%
PPAR gamma	+	0.7996	79.96%
Honey bee toxicity	-	0.6831	68.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	99.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.47%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	98.31%	99.23%
CHEMBL2581	P07339	Cathepsin D	96.26%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.82%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.39%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.03%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.79%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.58%	96.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	92.55%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.00%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.02%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.17%	95.83%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.15%	85.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.14%	85.11%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.50%	96.39%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.28%	96.77%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.88%	83.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.84%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.59%	96.21%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.46%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.80%	90.71%
CHEMBL2535	P11166	Glucose transporter	82.92%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	82.04%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.82%	92.62%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.64%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.13%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.01%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587607
• LOTUS: LTS0226109
• wikiData: Q77570252