8Alpha-Hydroxyhirsutinolide

Details

• Internal ID: 94b4544d-8731-411e-9f1e-3939e486f507
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1R,2E,8S,10R,11S)-8,11-dihydroxy-6-(hydroxymethyl)-1,10-dimethyl-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-5-one
• InChI: InChI=1S/C15H20O6/c1-8-5-10(17)12-9(7-16)13(18)20-11(12)6-14(2)3-4-15(8,19)21-14/h6,8,10,16-17,19H,3-5,7H2,1-2H3/b11-6+/t8-,10+,14-,15+/m1/s1
• InChI Key: HGVUPZFNJFDVQM-HEQUYQGPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 1394156-45-6
• 8|A-Hydroxyhirsutinolide
• (1R,2E,8S,10R,11S)-8,11-dihydroxy-6-(hydroxymethyl)-1,10-dimethyl-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-5-one
• CHEMBL2062863
• HY-N9699
• AKOS040761276
• CS-0203578

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.5517	55.17%
Blood Brain Barrier	+	0.7105	71.05%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7738	77.38%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	+	0.5077	50.77%
BSEP inhibitior	-	0.8865	88.65%
P-glycoprotein inhibitior	-	0.8889	88.89%
P-glycoprotein substrate	-	0.7616	76.16%
CYP3A4 substrate	+	0.5847	58.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.6966	69.66%
CYP2C9 inhibition	-	0.9011	90.11%
CYP2C19 inhibition	-	0.9373	93.73%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.7721	77.21%
CYP2C8 inhibition	-	0.8133	81.33%
CYP inhibitory promiscuity	-	0.9402	94.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4595	45.95%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9655	96.55%
Skin irritation	+	0.5283	52.83%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6911	69.11%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	-	0.8970	89.70%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5177	51.77%
Acute Oral Toxicity (c)	III	0.4835	48.35%
Estrogen receptor binding	+	0.6334	63.34%
Androgen receptor binding	+	0.5232	52.32%
Thyroid receptor binding	+	0.7102	71.02%
Glucocorticoid receptor binding	+	0.7917	79.17%
Aromatase binding	-	0.5489	54.89%
PPAR gamma	+	0.6418	64.18%
Honey bee toxicity	-	0.9048	90.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9383	93.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	98.19%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.54%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.09%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.20%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.34%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.59%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.53%	85.14%

Plants that contains it

• Cyanthillium cinereum

Cross-Links

• PubChem: 70690654
• NPASS: NPC225283
• ChEMBL: CHEMBL2062863