4'-Hydroxynewbouldine

Details

• Internal ID: de74724f-5476-4a89-8ce9-7067f5a8b195
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 4-[(3S,3aS)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-3-yl]phenol
• SMILES (Canonical): C1CC2C(C=NN2C1)C3=CC=C(C=C3)O
• SMILES (Isomeric): C1C[C@H]2[C@@H](C=NN2C1)C3=CC=C(C=C3)O
• InChI: InChI=1S/C12H14N2O/c15-10-5-3-9(4-6-10)11-8-13-14-7-1-2-12(11)14/h3-6,8,11-12,15H,1-2,7H2/t11-,12-/m0/s1
• InChI Key: NEEOKQLSZSUUPP-RYUDHWBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄N₂O
• Molecular Weight: 202.25 g/mol
• Exact Mass: 202.110613074 g/mol
• Topological Polar Surface Area (TPSA): 35.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.9448	94.48%
Blood Brain Barrier	+	0.8817	88.17%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6350	63.50%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9614	96.14%
P-glycoprotein inhibitior	-	0.9791	97.91%
P-glycoprotein substrate	-	0.9094	90.94%
CYP3A4 substrate	-	0.5889	58.89%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.3509	35.09%
CYP3A4 inhibition	-	0.8717	87.17%
CYP2C9 inhibition	-	0.6820	68.20%
CYP2C19 inhibition	-	0.6378	63.78%
CYP2D6 inhibition	-	0.7004	70.04%
CYP1A2 inhibition	+	0.8660	86.60%
CYP2C8 inhibition	-	0.7291	72.91%
CYP inhibitory promiscuity	-	0.6002	60.02%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8134	81.34%
Carcinogenicity (trinary)	Non-required	0.5467	54.67%
Eye corrosion	-	0.9622	96.22%
Eye irritation	-	0.6376	63.76%
Skin irritation	-	0.6396	63.96%
Skin corrosion	-	0.8208	82.08%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5032	50.32%
skin sensitisation	-	0.8118	81.18%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4707	47.07%
Acute Oral Toxicity (c)	III	0.5777	57.77%
Estrogen receptor binding	-	0.4745	47.45%
Androgen receptor binding	+	0.6978	69.78%
Thyroid receptor binding	-	0.6375	63.75%
Glucocorticoid receptor binding	-	0.7665	76.65%
Aromatase binding	+	0.5763	57.63%
PPAR gamma	+	0.5421	54.21%
Honey bee toxicity	-	0.9818	98.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	-	0.5666	56.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.86%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.52%	95.56%
CHEMBL238	Q01959	Dopamine transporter	85.38%	95.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.00%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.78%	93.40%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.88%	99.18%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.85%	93.10%

Plants that contains it

• Newbouldia laevis

Cross-Links

• PubChem: 101937080
• LOTUS: LTS0051601
• wikiData: Q105177861