Naquihexcin B

Details

• Internal ID: b1c18c35-512d-43c6-8b04-ad9d80dac96c
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (1S,3S,4aS,10aR)-4a-[[(1S,3S,4aS,10aR)-9,10a-dihydroxy-3-(2-hydroxyethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-9,10a-dihydroxy-3-(2-hydroxyethyl)-1-methyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione
• InChI: InChI=1S/C32H34O12S/c1-15-31(41)27(39)23-19(5-3-7-21(23)35)25(37)29(31,13-17(43-15)9-11-33)45-30-14-18(10-12-34)44-16(2)32(30,42)28(40)24-20(26(30)38)6-4-8-22(24)36/h3-8,15-18,33-36,41-42H,9-14H2,1-2H3/t15-,16-,17-,18-,29+,30+,31+,32+/m0/s1
• InChI Key: KXSAGAXHNBPANF-NDUBXJFPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₄O₁₂S
• Molecular Weight: 642.70 g/mol
• Exact Mass: 642.17709769 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8403	84.03%
Caco-2	-	0.8273	82.73%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7480	74.80%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8821	88.21%
BSEP inhibitior	+	0.9303	93.03%
P-glycoprotein inhibitior	+	0.7129	71.29%
P-glycoprotein substrate	-	0.5747	57.47%
CYP3A4 substrate	+	0.6235	62.35%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.8315	83.15%
CYP3A4 inhibition	+	0.5679	56.79%
CYP2C9 inhibition	-	0.8030	80.30%
CYP2C19 inhibition	-	0.5946	59.46%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	-	0.6587	65.87%
CYP2C8 inhibition	-	0.7036	70.36%
CYP inhibitory promiscuity	-	0.8691	86.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6335	63.35%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9108	91.08%
Skin irritation	-	0.8041	80.41%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	+	0.7046	70.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3703	37.03%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5153	51.53%
skin sensitisation	-	0.8741	87.41%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.8003	80.03%
Acute Oral Toxicity (c)	III	0.5377	53.77%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.7269	72.69%
Thyroid receptor binding	-	0.4946	49.46%
Glucocorticoid receptor binding	+	0.7390	73.90%
Aromatase binding	+	0.6829	68.29%
PPAR gamma	+	0.6823	68.23%
Honey bee toxicity	-	0.9434	94.34%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9372	93.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.86%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.15%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.21%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.00%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.14%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.46%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.58%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	86.07%	93.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.65%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.75%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.77%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.55%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587627
• LOTUS: LTS0223857
• wikiData: Q77570689