Lentinoid A

Details

• Internal ID: 6c37c045-cfa4-45d5-be7a-e9d1c04f9eb1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4R,5S,6R)-4,5,6-trihydroxy-2-(3-hydroxy-3-methylbut-1-enyl)cyclohex-2-en-1-one
• SMILES (Canonical): CC(C)(C=CC1=CC(C(C(C1=O)O)O)O)O
• SMILES (Isomeric): CC(C)(C=CC1=C[C@H]([C@@H]([C@H](C1=O)O)O)O)O
• InChI: InChI=1S/C11H16O5/c1-11(2,16)4-3-6-5-7(12)9(14)10(15)8(6)13/h3-5,7,9-10,12,14-16H,1-2H3/t7-,9+,10+/m1/s1
• InChI Key: CGCYZWMUHVBHAJ-JEZHCXPESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₅
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.09977361 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9410	94.10%
Caco-2	-	0.6825	68.25%
Blood Brain Barrier	+	0.5371	53.71%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.9523	95.23%
P-glycoprotein inhibitior	-	0.9348	93.48%
P-glycoprotein substrate	-	0.9606	96.06%
CYP3A4 substrate	-	0.5337	53.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	-	0.8589	85.89%
CYP2C9 inhibition	-	0.6313	63.13%
CYP2C19 inhibition	-	0.8652	86.52%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	-	0.8132	81.32%
CYP2C8 inhibition	-	0.9477	94.77%
CYP inhibitory promiscuity	-	0.7904	79.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8223	82.23%
Carcinogenicity (trinary)	Non-required	0.6380	63.80%
Eye corrosion	-	0.9481	94.81%
Eye irritation	-	0.5799	57.99%
Skin irritation	-	0.5115	51.15%
Skin corrosion	-	0.8153	81.53%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7957	79.57%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	+	0.6610	66.10%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6919	69.19%
Acute Oral Toxicity (c)	III	0.6599	65.99%
Estrogen receptor binding	-	0.5957	59.57%
Androgen receptor binding	-	0.8142	81.42%
Thyroid receptor binding	+	0.5193	51.93%
Glucocorticoid receptor binding	-	0.6815	68.15%
Aromatase binding	-	0.8913	89.13%
PPAR gamma	-	0.7912	79.12%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8855	88.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.77%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.57%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	86.57%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.36%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.14%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684113
• LOTUS: LTS0169500
• wikiData: Q104957508