(1R,3R)-3-(2-hydroperoxypropan-2-yl)-5-methoxy-1,3,4,6-tetrahydropyrano[4,3-b]carbazol-1-ol

Details

• Internal ID: 60dec807-9ea3-4dd6-b3b4-a390f5d28865
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (1R,3R)-3-(2-hydroperoxypropan-2-yl)-5-methoxy-1,3,4,6-tetrahydropyrano[4,3-b]carbazol-1-ol
• SMILES (Canonical): CC(C)(C1CC2=C(C=C3C4=CC=CC=C4NC3=C2OC)C(O1)O)OO
• SMILES (Isomeric): CC(C)([C@H]1CC2=C(C=C3C4=CC=CC=C4NC3=C2OC)[C@@H](O1)O)OO
• InChI: InChI=1S/C19H21NO5/c1-19(2,25-22)15-9-12-13(18(21)24-15)8-11-10-6-4-5-7-14(10)20-16(11)17(12)23-3/h4-8,15,18,20-22H,9H2,1-3H3/t15-,18-/m1/s1
• InChI Key: HRTBXFLBERHBPF-CRAIPNDOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.40 g/mol
• Exact Mass: 343.14197277 g/mol
• Topological Polar Surface Area (TPSA): 83.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	+	0.5548	55.48%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4091	40.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6358	63.58%
P-glycoprotein inhibitior	-	0.6221	62.21%
P-glycoprotein substrate	-	0.6627	66.27%
CYP3A4 substrate	+	0.6579	65.79%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.6598	65.98%
CYP3A4 inhibition	-	0.9351	93.51%
CYP2C9 inhibition	-	0.8126	81.26%
CYP2C19 inhibition	-	0.7358	73.58%
CYP2D6 inhibition	-	0.8165	81.65%
CYP1A2 inhibition	-	0.5533	55.33%
CYP2C8 inhibition	+	0.6056	60.56%
CYP inhibitory promiscuity	+	0.6186	61.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4845	48.45%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.8053	80.53%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	+	0.6346	63.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5626	56.26%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8422	84.22%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8716	87.16%
Acute Oral Toxicity (c)	III	0.5293	52.93%
Estrogen receptor binding	+	0.9084	90.84%
Androgen receptor binding	+	0.6128	61.28%
Thyroid receptor binding	+	0.8421	84.21%
Glucocorticoid receptor binding	+	0.8795	87.95%
Aromatase binding	+	0.8090	80.90%
PPAR gamma	+	0.6968	69.68%
Honey bee toxicity	-	0.8380	83.80%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	-	0.3619	36.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.68%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.43%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.75%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	91.17%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.06%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.23%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.24%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	87.01%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.84%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.09%	97.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.81%	97.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.20%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.66%	92.62%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	84.51%	98.21%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.94%	93.65%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.45%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.96%	97.14%
CHEMBL4302	P08183	P-glycoprotein 1	81.20%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.07%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.01%	99.17%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.28%	96.39%

Plants that contains it

• Clausena lansium

Cross-Links

• PubChem: 163190959
• LOTUS: LTS0114709
• wikiData: Q105032826