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

Details

• Internal ID: dde2c836-2c6d-4fe8-81a1-d87a0ec90e8b
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: 4-[(2S,3S,4S,5R)-5-(4-hydroxyphenyl)-3,4-dimethyloxolan-2-yl]phenol
• SMILES (Canonical): CC1C(C(OC1C2=CC=C(C=C2)O)C3=CC=C(C=C3)O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H](O[C@H]1C2=CC=C(C=C2)O)C3=CC=C(C=C3)O)C
• InChI: InChI=1S/C18H20O3/c1-11-12(2)18(14-5-9-16(20)10-6-14)21-17(11)13-3-7-15(19)8-4-13/h3-12,17-20H,1-2H3/t11-,12-,17-,18+/m0/s1
• InChI Key: PIBJADPEZQHMQS-GNTOHDJUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₃
• Molecular Weight: 284.30 g/mol
• Exact Mass: 284.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.18
• 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	+	0.9936	99.36%
Caco-2	+	0.8003	80.03%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8879	88.79%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.6947	69.47%
OATP1B3 inhibitior	+	0.8982	89.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9250	92.50%
P-glycoprotein inhibitior	-	0.6981	69.81%
P-glycoprotein substrate	-	0.9699	96.99%
CYP3A4 substrate	-	0.6403	64.03%
CYP2C9 substrate	-	0.7226	72.26%
CYP2D6 substrate	-	0.6876	68.76%
CYP3A4 inhibition	-	0.5624	56.24%
CYP2C9 inhibition	+	0.8047	80.47%
CYP2C19 inhibition	+	0.8049	80.49%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	+	0.8057	80.57%
CYP2C8 inhibition	-	0.7810	78.10%
CYP inhibitory promiscuity	+	0.9406	94.06%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8008	80.08%
Carcinogenicity (trinary)	Danger	0.4043	40.43%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.5475	54.75%
Skin irritation	-	0.7132	71.32%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7088	70.88%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7499	74.99%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.6021	60.21%
Acute Oral Toxicity (c)	III	0.7579	75.79%
Estrogen receptor binding	+	0.7703	77.03%
Androgen receptor binding	+	0.7846	78.46%
Thyroid receptor binding	+	0.6130	61.30%
Glucocorticoid receptor binding	+	0.5886	58.86%
Aromatase binding	+	0.8416	84.16%
PPAR gamma	+	0.6151	61.51%
Honey bee toxicity	-	0.9810	98.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9575	95.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.42%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.38%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	83.61%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.41%	86.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.04%	93.10%

Plants that contains it

• Larrea tridentata

Cross-Links

• PubChem: 21592483
• LOTUS: LTS0170579
• wikiData: Q105209405