Hordenine

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	afb3816a-33ed-4a51-811c-9199c78885eb
Taxonomy	Benzenoids > Benzene and substituted derivatives > Phenethylamines
IUPAC Name	4-[2-(dimethylamino)ethyl]phenol
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3
InChI Key	KUBCEEMXQZUPDQ-UHFFFAOYSA-N
Popularity	682 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₀H₁₅NO
Molecular Weight	165.23 g/mol
Exact Mass	165.115364102 g/mol
Topological Polar Surface Area (TPSA)	23.50 Å²
XlogP	2.10
Atomic LogP (AlogP)	1.50
H-Bond Acceptor	2
H-Bond Donor	1
Rotatable Bonds	3

Synonyms

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539-15-1

4-[2-(Dimethylamino)ethyl]phenol

4-(2-(Dimethylamino)ethyl)phenol

Anhaline

N,N-Dimethyltyramine

Peyocactine

4-(2-Dimethylaminoethyl)phenol

Cactine

Anhalin

Eremursine

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	+	0.9765	97.65%
Caco-2	+	0.9671	96.71%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6329	63.29%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8369	83.69%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9423	94.23%
P-glycoprotein inhibitior	-	0.9850	98.50%
P-glycoprotein substrate	-	0.7571	75.71%
CYP3A4 substrate	-	0.5111	51.11%
CYP2C9 substrate	-	0.7842	78.42%
CYP2D6 substrate	+	0.7524	75.24%
CYP3A4 inhibition	-	0.9762	97.62%
CYP2C9 inhibition	-	0.9319	93.19%
CYP2C19 inhibition	-	0.9402	94.02%
CYP2D6 inhibition	-	0.5178	51.78%
CYP1A2 inhibition	+	0.7112	71.12%
CYP2C8 inhibition	-	0.8846	88.46%
CYP inhibitory promiscuity	-	0.9703	97.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.7990	79.90%
Eye corrosion	-	0.6880	68.80%
Eye irritation	+	0.9628	96.28%
Skin irritation	+	0.6293	62.93%
Skin corrosion	+	0.8857	88.57%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5838	58.38%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6848	68.48%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.6752	67.52%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8706	87.06%
Acute Oral Toxicity (c)	III	0.6953	69.53%
Estrogen receptor binding	-	0.7972	79.72%
Androgen receptor binding	+	0.5217	52.17%
Thyroid receptor binding	-	0.7496	74.96%
Glucocorticoid receptor binding	-	0.8625	86.25%
Aromatase binding	-	0.6192	61.92%
PPAR gamma	-	0.7819	78.19%
Honey bee toxicity	-	0.9163	91.63%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.5680	56.80%

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
CHEMBL2581	P07339	Cathepsin D	95.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.14%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.20%	93.10%
CHEMBL242	Q92731	Estrogen receptor beta	84.21%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.74%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.50%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.33%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.31%	85.11%

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.

Aralia elata var. elata

Ariocarpus retusus

Bongardia chrysogonum

Boronia inornata

Cannabis sativa