Ganocapenoid B

Details

• Internal ID: cc7a623c-2699-4cfd-aeb6-c565e623b97f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 2-hydroxy-6,6-dimethyl-7,8-dihydrobenzo[c]chromene-9-carboxylic acid
• SMILES (Canonical): CC1(C2=C(C=C(CC2)C(=O)O)C3=C(O1)C=CC(=C3)O)C
• SMILES (Isomeric): CC1(C2=C(C=C(CC2)C(=O)O)C3=C(O1)C=CC(=C3)O)C
• InChI: InChI=1S/C16H16O4/c1-16(2)13-5-3-9(15(18)19)7-11(13)12-8-10(17)4-6-14(12)20-16/h4,6-8,17H,3,5H2,1-2H3,(H,18,19)
• InChI Key: BDFOGLVGTJLHJS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL4527129

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.7117	71.17%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8616	86.16%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.8310	83.10%
OATP1B3 inhibitior	+	0.9105	91.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7141	71.41%
BSEP inhibitior	-	0.7230	72.30%
P-glycoprotein inhibitior	-	0.9563	95.63%
P-glycoprotein substrate	-	0.8803	88.03%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8435	84.35%
CYP3A4 inhibition	-	0.7765	77.65%
CYP2C9 inhibition	+	0.5683	56.83%
CYP2C19 inhibition	+	0.5832	58.32%
CYP2D6 inhibition	-	0.6023	60.23%
CYP1A2 inhibition	+	0.7228	72.28%
CYP2C8 inhibition	-	0.6398	63.98%
CYP inhibitory promiscuity	-	0.5192	51.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6226	62.26%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.6773	67.73%
Skin irritation	-	0.6431	64.31%
Skin corrosion	-	0.9121	91.21%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7559	75.59%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6254	62.54%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4571	45.71%
Acute Oral Toxicity (c)	III	0.6908	69.08%
Estrogen receptor binding	+	0.8592	85.92%
Androgen receptor binding	+	0.7453	74.53%
Thyroid receptor binding	+	0.5561	55.61%
Glucocorticoid receptor binding	+	0.8197	81.97%
Aromatase binding	+	0.5584	55.84%
PPAR gamma	+	0.8721	87.21%
Honey bee toxicity	-	0.9225	92.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9867	98.67%

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	98.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.07%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.58%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	87.29%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.01%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.50%	99.17%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.16%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682551
• LOTUS: LTS0124299
• wikiData: Q104924015