Stachatranone B

Details

• Internal ID: 19d0440a-3899-4872-a7e4-4edec9311194
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (1R,3S,5S,7R,8E,12S)-7-hydroxy-1,5,9-trimethyl-13-propan-2-yl-4,16-dioxatricyclo[10.4.0.03,5]hexadeca-8,13-dien-15-one
• SMILES (Canonical): CC1=CC(CC2(C(O2)CC3(C(CC1)C(=CC(=O)O3)C(C)C)C)C)O
• SMILES (Isomeric): C/C/1=C\[C@@H](C[C@]2([C@@H](O2)C[C@@]3([C@@H](CC1)C(=CC(=O)O3)C(C)C)C)C)O
• InChI: InChI=1S/C20H30O4/c1-12(2)15-9-18(22)24-19(4)11-17-20(5,23-17)10-14(21)8-13(3)6-7-16(15)19/h8-9,12,14,16-17,21H,6-7,10-11H2,1-5H3/b13-8+/t14-,16-,17-,19+,20-/m0/s1
• InChI Key: NXBRRXHEXDQCED-GDRNCROPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL4515787

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	+	0.7506	75.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6894	68.94%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5712	57.12%
P-glycoprotein inhibitior	-	0.6898	68.98%
P-glycoprotein substrate	-	0.7180	71.80%
CYP3A4 substrate	+	0.6470	64.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8879	88.79%
CYP3A4 inhibition	-	0.7928	79.28%
CYP2C9 inhibition	-	0.8359	83.59%
CYP2C19 inhibition	-	0.8475	84.75%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.6380	63.80%
CYP2C8 inhibition	-	0.8583	85.83%
CYP inhibitory promiscuity	-	0.9762	97.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6362	63.62%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9685	96.85%
Skin irritation	+	0.5223	52.23%
Skin corrosion	-	0.9222	92.22%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7476	74.76%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.6458	64.58%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5463	54.63%
Acute Oral Toxicity (c)	III	0.6238	62.38%
Estrogen receptor binding	+	0.7078	70.78%
Androgen receptor binding	+	0.6087	60.87%
Thyroid receptor binding	+	0.6585	65.85%
Glucocorticoid receptor binding	+	0.7940	79.40%
Aromatase binding	+	0.5822	58.22%
PPAR gamma	+	0.5516	55.16%
Honey bee toxicity	-	0.7614	76.14%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9164	91.64%

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	96.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.50%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.72%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.22%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.61%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.54%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.88%	99.23%
CHEMBL1871	P10275	Androgen Receptor	83.03%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	80.06%	90.17%

Plants that contains it

• Lepidozia fauriana
• Leptospermum scoparium

Cross-Links

• PubChem: 145721048
• LOTUS: LTS0218442
• wikiData: Q105223881