(+)-Stephacidin A

Details

• Internal ID: f472f49a-2e0b-49dd-a686-bdf7bb0387fe
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Pyrroloquinolines
• IUPAC Name: (1S,17S,19S)-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.01,17.03,15.04,13.07,12.019,23]hexacosa-3(15),4(13),5,7(12),10-pentaene-24,26-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2NC4=C3CC56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2NC4=C3C[C@]56[C@H](C4(C)C)C[C@@]7(CCCN7C5=O)C(=O)N6)C
• InChI: InChI=1S/C26H29N3O3/c1-23(2)10-8-15-17(32-23)7-6-14-16-12-26-18(24(3,4)20(16)27-19(14)15)13-25(21(30)28-26)9-5-11-29(25)22(26)31/h6-8,10,18,27H,5,9,11-13H2,1-4H3,(H,28,30)/t18-,25-,26-/m0/s1
• InChI Key: YCWBTRJVYADFLQ-ATANMQQVSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₉N₃O₃
• Molecular Weight: 431.50 g/mol
• Exact Mass: 431.22089180 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL2042024
• DTXSID301046365
• J2.218.844E
• 360765-74-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	-	0.7044	70.44%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6041	60.41%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9359	93.59%
P-glycoprotein inhibitior	+	0.7076	70.76%
P-glycoprotein substrate	+	0.6837	68.37%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8257	82.57%
CYP3A4 inhibition	+	0.5366	53.66%
CYP2C9 inhibition	-	0.6122	61.22%
CYP2C19 inhibition	-	0.5175	51.75%
CYP2D6 inhibition	-	0.6644	66.44%
CYP1A2 inhibition	-	0.6950	69.50%
CYP2C8 inhibition	-	0.6186	61.86%
CYP inhibitory promiscuity	+	0.6131	61.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6366	63.66%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9757	97.57%
Skin irritation	-	0.8066	80.66%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7537	75.37%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6697	66.97%
skin sensitisation	-	0.8616	86.16%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7254	72.54%
Acute Oral Toxicity (c)	III	0.5885	58.85%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.6833	68.33%
Glucocorticoid receptor binding	+	0.6351	63.51%
Aromatase binding	+	0.7304	73.04%
PPAR gamma	+	0.6263	62.63%
Honey bee toxicity	-	0.7570	75.70%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9648	96.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.91%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	98.65%	93.40%
CHEMBL2581	P07339	Cathepsin D	98.08%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.11%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.03%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.69%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.37%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.99%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.93%	93.04%
CHEMBL1951	P21397	Monoamine oxidase A	91.75%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.80%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.40%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	89.03%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.80%	99.23%
CHEMBL3012	Q13946	Phosphodiesterase 7A	85.64%	99.29%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	85.15%	98.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.04%	100.00%
CHEMBL2916	O14746	Telomerase reverse transcriptase	83.51%	90.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.77%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.53%	95.89%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.47%	80.96%
CHEMBL255	P29275	Adenosine A2b receptor	82.03%	98.59%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.65%	95.56%

Plants that contains it

• Achillea macrophylla
• Agave aurea
• Ageratina havanensis
• Ajuga spectabilis
• Alstroemeria revoluta
• Astragalus tragacantha
• Baphia nitida
• Chamaecyparis lawsoniana
• Corynanthe mayumbensis
• Crataegus viridis var. ovata
• Crinum erubescens
• Cylindrolobus foetidus
• Emilia sonchifolia
• Encephalartos altensteinii
• Euphorbia kamerunica
• Euphorbia marginata
• Excoecaria oppositifolia
• Gardenia collinsae
• Grindelia hirsutula
• Gymnosporia senegalensis
• Jungermannia hyalina
• Kobresia nepalensis
• Ligularia muliensis
• Marrubium alysson
• Melaleuca viminalis
• Melampodium americanum
• Neolitsea aciculata
• Neolitsea pulchella
• Nuphar lutea
• Pentzia incana
• Prangos pabularia
• Selliguea feei
• Shuteria vestita
• Simaba orinocensis
• Stevia chamaedrys
• Teucrium oxylepis
• Thelypteris triphylla
• Trifolium subterraneum
• Trillium camschatcense
• Ursinia abrotanifolia

Cross-Links

• PubChem: 16127922
• NPASS: NPC131486
• LOTUS: LTS0065179
• wikiData: Q76507477