Laetevirenol A

Details

• Internal ID: 9b0ac877-2e8c-4d52-bf39-ad65ee35d94f
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: (4S,5S)-5-(3,5-dihydroxyphenyl)-4-(4-hydroxyphenyl)-4,5-dihydroacephenanthrylene-1,3,9-triol
• SMILES (Canonical): C1=CC(=CC=C1C2C(C3=C4C2=C(C=C(C4=C5C=C(C=CC5=C3)O)O)O)C6=CC(=CC(=C6)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@H](C3=C4C2=C(C=C(C4=C5C=C(C=CC5=C3)O)O)O)C6=CC(=CC(=C6)O)O)O
• InChI: InChI=1S/C28H20O6/c29-16-4-1-13(2-5-16)25-24(15-7-18(31)10-19(32)8-15)21-9-14-3-6-17(30)11-20(14)26-22(33)12-23(34)28(25)27(21)26/h1-12,24-25,29-34H/t24-,25+/m0/s1
• InChI Key: IOZHXVGEYABNFO-LOSJGSFVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₀O₆
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.12598835 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.50
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

• (4S,5S)-5-(3,5-Dihydroxyphenyl)-4-(4-hydroxyphenyl)-4,5-dihydroacephenanthrylene-1,3,9-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.7556	75.56%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7064	70.64%
OATP2B1 inhibitior	-	0.5543	55.43%
OATP1B1 inhibitior	+	0.8451	84.51%
OATP1B3 inhibitior	-	0.2817	28.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6493	64.93%
P-glycoprotein inhibitior	-	0.7311	73.11%
P-glycoprotein substrate	-	0.6478	64.78%
CYP3A4 substrate	+	0.5305	53.05%
CYP2C9 substrate	-	0.5691	56.91%
CYP2D6 substrate	+	0.4383	43.83%
CYP3A4 inhibition	-	0.5179	51.79%
CYP2C9 inhibition	+	0.9131	91.31%
CYP2C19 inhibition	+	0.8450	84.50%
CYP2D6 inhibition	-	0.8341	83.41%
CYP1A2 inhibition	+	0.9436	94.36%
CYP2C8 inhibition	+	0.7820	78.20%
CYP inhibitory promiscuity	+	0.8598	85.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4951	49.51%
Eye corrosion	-	0.9927	99.27%
Eye irritation	+	0.8209	82.09%
Skin irritation	+	0.7034	70.34%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7296	72.96%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	-	0.5594	55.94%
skin sensitisation	-	0.6140	61.40%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7181	71.81%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.7531	75.31%
Androgen receptor binding	+	0.7772	77.72%
Thyroid receptor binding	+	0.7394	73.94%
Glucocorticoid receptor binding	+	0.8420	84.20%
Aromatase binding	+	0.7331	73.31%
PPAR gamma	+	0.9318	93.18%
Honey bee toxicity	-	0.8202	82.02%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	98.41%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.18%	89.62%
CHEMBL1914	P06276	Butyrylcholinesterase	89.75%	95.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.63%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	87.04%	98.35%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.33%	91.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.71%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.66%	92.94%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.10%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.69%	97.33%

Plants that contains it

• Parthenocissus laetevirens

Cross-Links

• PubChem: 25016671
• LOTUS: LTS0231393
• wikiData: Q105117000