4-[(2S,3R,5S)-5-(4-hydroxyphenyl)-3-methyl-4-methylideneoxolan-2-yl]phenol

Details

• Internal ID: 0823928e-7f94-4f1e-a688-95406f5be34c
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 4-[(2S,3R,5S)-5-(4-hydroxyphenyl)-3-methyl-4-methylideneoxolan-2-yl]phenol
• SMILES (Canonical): CC1C(OC(C1=C)C2=CC=C(C=C2)O)C3=CC=C(C=C3)O
• SMILES (Isomeric): C[C@H]1[C@H](O[C@@H](C1=C)C2=CC=C(C=C2)O)C3=CC=C(C=C3)O
• InChI: InChI=1S/C18H18O3/c1-11-12(2)18(14-5-9-16(20)10-6-14)21-17(11)13-3-7-15(19)8-4-13/h3-10,12,17-20H,1H2,2H3/t12-,17+,18+/m1/s1
• InChI Key: GUFYIKUMMMQMOP-UUWFMWQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₃
• Molecular Weight: 282.30 g/mol
• Exact Mass: 282.125594432 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6082	60.82%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7575	75.75%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.7208	72.08%
OATP1B3 inhibitior	+	0.9149	91.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8800	88.00%
P-glycoprotein inhibitior	-	0.7826	78.26%
P-glycoprotein substrate	-	0.9319	93.19%
CYP3A4 substrate	-	0.5499	54.99%
CYP2C9 substrate	-	0.7433	74.33%
CYP2D6 substrate	-	0.7074	70.74%
CYP3A4 inhibition	+	0.6650	66.50%
CYP2C9 inhibition	+	0.8303	83.03%
CYP2C19 inhibition	+	0.8485	84.85%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	+	0.8263	82.63%
CYP2C8 inhibition	-	0.6330	63.30%
CYP inhibitory promiscuity	+	0.9833	98.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8235	82.35%
Carcinogenicity (trinary)	Danger	0.5116	51.16%
Eye corrosion	-	0.9832	98.32%
Eye irritation	+	0.6270	62.70%
Skin irritation	-	0.7200	72.00%
Skin corrosion	-	0.8850	88.50%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7426	74.26%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.5288	52.88%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6356	63.56%
Acute Oral Toxicity (c)	III	0.7594	75.94%
Estrogen receptor binding	+	0.6320	63.20%
Androgen receptor binding	+	0.8202	82.02%
Thyroid receptor binding	+	0.6837	68.37%
Glucocorticoid receptor binding	+	0.5500	55.00%
Aromatase binding	+	0.8262	82.62%
PPAR gamma	+	0.5520	55.20%
Honey bee toxicity	-	0.9316	93.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.23%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	91.52%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	88.86%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.47%	96.09%
CHEMBL301	P24941	Cyclin-dependent kinase 2	83.86%	91.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.38%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%

Plants that contains it

• Aconitum violaceum
• Codonopsis pilosula
• Delphinium shawurense
• Fagraea gracilipes
• Garcinia xipshuanbannaensis
• Gutierrezia microcephala
• Helichrysum graveolens
• Iryanthera paraensis
• Lathyrus nissolia
• Leonurus persicus
• Magnolia sieboldii
• Peltogyne floribunda
• Ratibida mexicana
• Ribes nigrum

Cross-Links

• PubChem: 73213070
• NPASS: NPC190974