Dendocarbin B

Details

• Internal ID: 55279b53-b53a-41b9-a5ed-3b2e4ad902e4
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5aS,8S,9aS,9bR)-8-hydroxy-6,6,9a-trimethyl-5,5a,7,8,9,9b-hexahydro-3H-benzo[g][2]benzofuran-1-one
• SMILES (Canonical): CC1(CC(CC2(C1CC=C3C2C(=O)OC3)C)O)C
• SMILES (Isomeric): C[C@]12C[C@H](CC([C@@H]1CC=C3[C@@H]2C(=O)OC3)(C)C)O
• InChI: InChI=1S/C15H22O3/c1-14(2)6-10(16)7-15(3)11(14)5-4-9-8-18-13(17)12(9)15/h4,10-12,16H,5-8H2,1-3H3/t10-,11-,12+,15-/m0/s1
• InChI Key: LBTUETJAZNSVAD-OHTBPHCPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL470687
• DTXSID601112901
• 350986-75-3
• (5aS,8S,9aS,9bR)-5,5a,6,7,8,9,9a,9b-Octahydro-8-hydroxy-6,6,9a-trimethylnaphtho[1,2-c]furan-1(3H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8222	82.22%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7414	74.14%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9731	97.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9237	92.37%
P-glycoprotein inhibitior	-	0.9399	93.99%
P-glycoprotein substrate	-	0.7954	79.54%
CYP3A4 substrate	+	0.5568	55.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.8472	84.72%
CYP2C9 inhibition	-	0.8279	82.79%
CYP2C19 inhibition	-	0.7969	79.69%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.8374	83.74%
CYP2C8 inhibition	-	0.9426	94.26%
CYP inhibitory promiscuity	-	0.8940	89.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.7027	70.27%
Skin irritation	-	0.6407	64.07%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7413	74.13%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6292	62.92%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6768	67.68%
Acute Oral Toxicity (c)	III	0.6578	65.78%
Estrogen receptor binding	-	0.5145	51.45%
Androgen receptor binding	+	0.5966	59.66%
Thyroid receptor binding	-	0.5061	50.61%
Glucocorticoid receptor binding	+	0.6257	62.57%
Aromatase binding	-	0.8344	83.44%
PPAR gamma	-	0.7164	71.64%
Honey bee toxicity	-	0.8222	82.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9878	98.78%

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	96.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.85%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.98%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.62%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.04%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.82%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.35%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10879534
• LOTUS: LTS0120880
• wikiData: Q105149645