(+)-Neoolivil

Details

• Internal ID: 64d79102-4f99-42f7-b5d7-b56cb899a963
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: 4-[(2R,3S,4S,5R)-5-(4-hydroxy-3-methoxyphenyl)-3,4-bis(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C(C(C(O2)C3=CC(=C(C=C3)O)OC)CO)CO)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@H]2[C@@H]([C@H]([C@@H](O2)C3=CC(=C(C=C3)O)OC)CO)CO)O
• InChI: InChI=1S/C20H24O7/c1-25-17-7-11(3-5-15(17)23)19-13(9-21)14(10-22)20(27-19)12-4-6-16(24)18(8-12)26-2/h3-8,13-14,19-24H,9-10H2,1-2H3/t13-,14-,19+,20+/m1/s1
• InChI Key: NYDZRKZVFLLTLO-NSMLZSOPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.15220310 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• (+)-Neo-olivil
• CHEMBL464631

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9093	90.93%
Caco-2	-	0.5911	59.11%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8640	86.40%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7498	74.98%
P-glycoprotein inhibitior	+	0.5925	59.25%
P-glycoprotein substrate	-	0.9716	97.16%
CYP3A4 substrate	-	0.6095	60.95%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	+	0.3462	34.62%
CYP3A4 inhibition	+	0.6921	69.21%
CYP2C9 inhibition	+	0.6693	66.93%
CYP2C19 inhibition	+	0.8017	80.17%
CYP2D6 inhibition	-	0.8291	82.91%
CYP1A2 inhibition	+	0.5535	55.35%
CYP2C8 inhibition	-	0.6305	63.05%
CYP inhibitory promiscuity	+	0.9580	95.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8708	87.08%
Carcinogenicity (trinary)	Non-required	0.5004	50.04%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.7798	77.98%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6623	66.23%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8114	81.14%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7282	72.82%
Acute Oral Toxicity (c)	III	0.6731	67.31%
Estrogen receptor binding	+	0.6028	60.28%
Androgen receptor binding	+	0.7143	71.43%
Thyroid receptor binding	+	0.6989	69.89%
Glucocorticoid receptor binding	-	0.5111	51.11%
Aromatase binding	-	0.6201	62.01%
PPAR gamma	-	0.4872	48.72%
Honey bee toxicity	-	0.9563	95.63%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9245	92.45%

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	99.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.89%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.86%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.77%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.71%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.02%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.16%	89.62%
CHEMBL4208	P20618	Proteasome component C5	83.65%	90.00%

Plants that contains it

• Daphne feddei
• Picrasma crenata
• Solanum aculeatissimum
• Urtica dioica

Cross-Links

• PubChem: 9976812
• NPASS: NPC153739
• LOTUS: LTS0059535
• wikiData: Q104401528