Strobilactone A

Details

• Internal ID: 0db6392e-c9a4-442f-80ba-fee22bcac5aa
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5R,5aS,9aS,9bS)-5,9b-dihydroxy-6,6,9a-trimethyl-3,5,5a,7,8,9-hexahydrobenzo[g][2]benzofuran-1-one
• SMILES (Canonical): CC1(CCCC2(C1C(C=C3C2(C(=O)OC3)O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1[C@@H](C=C3[C@@]2(C(=O)OC3)O)O)(C)C
• InChI: InChI=1S/C15H22O4/c1-13(2)5-4-6-14(3)11(13)10(16)7-9-8-19-12(17)15(9,14)18/h7,10-11,16,18H,4-6,8H2,1-3H3/t10-,11+,14+,15+/m1/s1
• InChI Key: ITJIJDWFGMAIKB-PKIAMQTDSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• MEGxm0_000200
• CHEMBL1915268
• ACon0_000549
• ACon1_001381
• 9,ll-dihydroxy-6-oxodrim-7-ene
• AKOS040736439
• NCGC00180567-01
• NCGC00180567-02
• 1022798-29-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.7844	78.44%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8158	81.58%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9023	90.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8338	83.38%
P-glycoprotein inhibitior	-	0.9422	94.22%
P-glycoprotein substrate	-	0.8977	89.77%
CYP3A4 substrate	+	0.5765	57.65%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8243	82.43%
CYP3A4 inhibition	-	0.8587	85.87%
CYP2C9 inhibition	-	0.6768	67.68%
CYP2C19 inhibition	-	0.8412	84.12%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.5638	56.38%
CYP2C8 inhibition	-	0.8817	88.17%
CYP inhibitory promiscuity	-	0.7589	75.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4730	47.30%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9129	91.29%
Skin irritation	+	0.5120	51.20%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8114	81.14%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	-	0.7873	78.73%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5776	57.76%
Acute Oral Toxicity (c)	III	0.6551	65.51%
Estrogen receptor binding	+	0.6083	60.83%
Androgen receptor binding	+	0.6103	61.03%
Thyroid receptor binding	+	0.5716	57.16%
Glucocorticoid receptor binding	+	0.5837	58.37%
Aromatase binding	-	0.5403	54.03%
PPAR gamma	-	0.7741	77.41%
Honey bee toxicity	-	0.9016	90.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	91.32%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.04%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.81%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.29%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.27%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.85%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.55%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.85%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.65%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.30%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.25%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.00%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	81.38%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23955806
• LOTUS: LTS0211629
• wikiData: Q105120088