Dihydroconiferyl alcohol

Details

• Internal ID: cbfe1387-ff67-48b6-8c3a-5270d56dd755
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-(3-hydroxypropyl)-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=CC(=C1)CCCO)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CCCO)O
• InChI: InChI=1S/C10H14O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h4-5,7,11-12H,2-3,6H2,1H3
• InChI Key: MWOMNLDJNQWJMK-UHFFFAOYSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22 g/mol
• Exact Mass: 182.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 2305-13-7
• 4-(3-hydroxypropyl)-2-methoxyphenol
• 3-(4-HYDROXY-3-METHOXYPHENYL)-1-PROPANOL
• Benzenepropanol, 4-hydroxy-3-methoxy-
• 1-Propanol, 3-(4-hydroxy-3-methoxyphenyl)-
• guaiacyl propanol
• 4-hydroxy-3-methoxybenzenepropanol
• NSC-4591
• 3-(4-guaiacyl)propanol
• GUAIACYL-3-PROPANOL
• L6399T797S
• 1-GUAIACYL-3-PROPANOL
• CHEBI:4559
• 1-Propanol, 3-(4-hydroxy-3-methoxyphenyl)
• CONIFERYL ALCOHOL, DIHYDRO-
• NSC 4591
• 4-Hydroxy-3-methoxy-benzenepropanol
• 3-(4-hydroxy-3-methoxyphenyl)-propan-1-ol
• Benzenepropanol, 4-hydroxy-3-methoxy- (9CI)
• 3-(3-METHOXY-4-HYDROXYPHENYL)-1-PROPANOL
• dihydro-coniferyl alcohol
• DIHYDROCONIFERYLALCOHOL
• 4-(3-hydroxypropyl)-2-methoxy-phenol
• bmse000585
• bmse010186
• SCHEMBL200345
• CHEMBL4207816
• UNII-L6399T797S
• DTXSID70177612
• NSC4591
• MFCD00016571
• AKOS005217790
• CS-W017109
• HY-W016393
• 3-(3-Methoxy-4-hydroxyphenyl)propyl alcohol
• FT-0695039
• F17046
• EN300-1866116
• A878345
• BRD-K43807558-001-01-6
• Q27106409
• 3-(4-Hydroxy-3-methoxyphenyl)-1-propanol;Dihydroconiferyl Alcohol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.8499	84.99%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9156	91.56%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9353	93.53%
P-glycoprotein inhibitior	-	0.9813	98.13%
P-glycoprotein substrate	-	0.7972	79.72%
CYP3A4 substrate	-	0.5740	57.40%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	+	0.4347	43.47%
CYP3A4 inhibition	-	0.9415	94.15%
CYP2C9 inhibition	-	0.8734	87.34%
CYP2C19 inhibition	-	0.7978	79.78%
CYP2D6 inhibition	-	0.9650	96.50%
CYP1A2 inhibition	-	0.5864	58.64%
CYP2C8 inhibition	+	0.8740	87.40%
CYP inhibitory promiscuity	-	0.8533	85.33%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6603	66.03%
Eye corrosion	-	0.8953	89.53%
Eye irritation	+	0.9629	96.29%
Skin irritation	+	0.5234	52.34%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6866	68.66%
Micronuclear	-	0.8691	86.91%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	+	0.6131	61.31%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7384	73.84%
Acute Oral Toxicity (c)	III	0.8356	83.56%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5934	59.34%
Thyroid receptor binding	-	0.7149	71.49%
Glucocorticoid receptor binding	-	0.6898	68.98%
Aromatase binding	-	0.8351	83.51%
PPAR gamma	-	0.7585	75.85%
Honey bee toxicity	-	0.9595	95.95%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	-	0.8295	82.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.20%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.89%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.87%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.38%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	87.11%	90.20%
CHEMBL2535	P11166	Glucose transporter	83.29%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.84%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.28%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.72%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.16%	95.50%

Plants that contains it

• Abies spectabilis
• Achlys triphylla
• Aconitum baicalense
• Ailanthus altissima
• Albizia procera
• Alcea rosea
• Alpinia roxburghii
• Artemisia giraldii
• Balanops australiana
• Bongardia chrysogonum
• Broussonetia papyrifera
• Bulbophyllum protractum
• Callitris drummondii
• Calystegia pubescens
• Capuronianthus mahafalensis
• Cardiospermum grandiflorum
• Cypripedium calceolus
• Davallia perdurans
• Diospyros japonica
• Euonymus tingens
• Euphorbia cornigera
• Euterpe oleracea
• Gonzalezia decurrens
• Hortonia floribunda
• Hylocomium splendens
• Isatis tinctoria
• Kokoona reflexa
• Lactuca sativa
• Lampranthus sociorum
• Larix kaempferi
• Licaria chrysophylla
• Luisia volucris
• Maesa ramentacea
• Millettia laurentii
• Monodora tenuifolia
• Ocimum tenuiflorum
• Perymenium mendezii
• Picea glauca
• Picea jezoensis subsp. jezoensis
• Pinus contorta
• Pinus densiflora
• Pinus strobus
• Pinus sylvestris
• Pluchea odorata
• Pongamia pinnata
• Protium tonkinense
• Salacia lehmbachii
• Salvia yosgadensis
• Seriphidium porrectum
• Sideritis brevibracteata
• Sideroxylon cubense
• Solanum villosum
• Tarchonanthus camphoratus
• Taxus baccata
• Taxus mairei
• Tsuga chinensis
• Uncaria rhynchophylla

Cross-Links

• PubChem: 16822
• NPASS: NPC130754
• LOTUS: LTS0022890
• wikiData: Q27106409