Gneafricanin F

Details

• Internal ID: c0d9662c-03cf-4961-9ecc-14406182bcd2
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (4bR,5R,9bR,10R)-5,10-bis(4-hydroxy-3-methoxyphenyl)-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-1,3,6,8-tetrol
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C3C(C(C4=C3C=C(C=C4O)O)C5=CC(=C(C=C5)O)OC)C6=C2C(=CC(=C6)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@H]2[C@H]3[C@H]([C@@H](C4=C3C=C(C=C4O)O)C5=CC(=C(C=C5)O)OC)C6=C2C(=CC(=C6)O)O)O
• InChI: InChI=1S/C30H26O8/c1-37-23-7-13(3-5-19(23)33)25-27-17(9-15(31)11-21(27)35)30-26(14-4-6-20(34)24(8-14)38-2)28-18(29(25)30)10-16(32)12-22(28)36/h3-12,25-26,29-36H,1-2H3/t25-,26-,29+,30+/m1/s1
• InChI Key: OKIMTRPPSUDYOK-HHGOQMMWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₈
• Molecular Weight: 514.50 g/mol
• Exact Mass: 514.16276778 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• 477561-12-9
• GneafricaninF
• AKOS040762921

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.7294	72.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	+	0.5722	57.22%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9083	90.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6388	63.88%
P-glycoprotein inhibitior	+	0.6908	69.08%
P-glycoprotein substrate	-	0.8923	89.23%
CYP3A4 substrate	-	0.5212	52.12%
CYP2C9 substrate	-	0.7534	75.34%
CYP2D6 substrate	+	0.4843	48.43%
CYP3A4 inhibition	+	0.6198	61.98%
CYP2C9 inhibition	+	0.7840	78.40%
CYP2C19 inhibition	+	0.7849	78.49%
CYP2D6 inhibition	-	0.7029	70.29%
CYP1A2 inhibition	+	0.8855	88.55%
CYP2C8 inhibition	+	0.8117	81.17%
CYP inhibitory promiscuity	+	0.8662	86.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4839	48.39%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.7068	70.68%
Skin irritation	-	0.6263	62.63%
Skin corrosion	-	0.8663	86.63%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7154	71.54%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8179	81.79%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4536	45.36%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	+	0.8122	81.22%
Androgen receptor binding	+	0.7556	75.56%
Thyroid receptor binding	+	0.7661	76.61%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.5278	52.78%
PPAR gamma	+	0.7255	72.55%
Honey bee toxicity	-	0.9234	92.34%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9589	95.89%

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	98.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.33%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.51%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.04%	99.15%
CHEMBL4208	P20618	Proteasome component C5	88.48%	90.00%
CHEMBL3194	P02766	Transthyretin	87.64%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.11%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.88%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.70%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.23%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.16%	98.75%
CHEMBL3438	Q05513	Protein kinase C zeta	84.10%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.84%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.42%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.69%	97.09%

Plants that contains it

• Gnetum africanum

Cross-Links

• PubChem: 11038560
• LOTUS: LTS0254555
• wikiData: Q105193573