(7aR)-6,7,7a,8-Tetrahydro-5H-benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-10-ol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	f0f1812e-5dcc-452e-a266-03edff9a4bfb
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(12R)-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-16-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C17H15NO3/c19-11-1-2-12-10(5-11)6-13-15-9(3-4-18-13)7-14-17(16(12)15)21-8-20-14/h1-2,5,7,13,18-19H,3-4,6,8H2/t13-/m1/s1
InChI Key	LTSPCGWFQLHECP-CYBMUJFWSA-N
Popularity	16 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₁₅NO₃
Molecular Weight	281.30 g/mol
Exact Mass	281.10519334 g/mol
Topological Polar Surface Area (TPSA)	50.70 Å²
XlogP	2.50
Atomic LogP (AlogP)	2.53
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

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Anolobin

641-17-8

DTXSID60214303

(7aR)-6,7,7a,8-Tetrahydro-5H-benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-10-ol

(7aR)-6,7,7a,8-Tetrahydro-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-10-ol

(12R)-3,5-dioxa-11-azapentacyclo(10.7.1.02,6.08,20.014,19)icosa-1(20),2(6),7,14(19),15,17-hexaen-16-ol

(12R)-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-16-ol

RefChem:1050717

DTXCID20136794

Annolobine

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.7392	73.92%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5616	56.16%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6249	62.49%
P-glycoprotein inhibitior	-	0.8834	88.34%
P-glycoprotein substrate	-	0.6632	66.32%
CYP3A4 substrate	+	0.5635	56.35%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	+	0.5227	52.27%
CYP3A4 inhibition	-	0.9004	90.04%
CYP2C9 inhibition	-	0.9235	92.35%
CYP2C19 inhibition	-	0.7928	79.28%
CYP2D6 inhibition	+	0.6166	61.66%
CYP1A2 inhibition	+	0.5996	59.96%
CYP2C8 inhibition	+	0.5924	59.24%
CYP inhibitory promiscuity	-	0.7043	70.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6462	64.62%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.6500	65.00%
Skin irritation	-	0.7238	72.38%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4681	46.81%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6333	63.33%
skin sensitisation	-	0.7877	78.77%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6461	64.61%
Acute Oral Toxicity (c)	III	0.4789	47.89%
Estrogen receptor binding	+	0.7466	74.66%
Androgen receptor binding	+	0.7415	74.15%
Thyroid receptor binding	+	0.6796	67.96%
Glucocorticoid receptor binding	-	0.5738	57.38%
Aromatase binding	-	0.5335	53.35%
PPAR gamma	+	0.8063	80.63%
Honey bee toxicity	-	0.8278	82.78%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.5567	55.67%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.86%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.93%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	96.44%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.88%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.65%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	91.67%	97.64%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.47%	82.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.13%	100.00%
CHEMBL4208	P20618	Proteasome component C5	88.85%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.58%	94.45%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.31%	85.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.64%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.45%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	86.33%	95.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.83%	95.78%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.89%	96.09%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	83.31%	93.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.80%	89.00%
CHEMBL3194	P02766	Transthyretin	82.75%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.23%	96.21%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.06%	91.79%
CHEMBL3438	Q05513	Protein kinase C zeta	81.23%	88.48%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	80.98%	95.55%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.89%	89.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Clerodendrum trichotomum