1,5,6,7,8-Pentahydroxy-8-(hydroxymethyl)-4,11,11,15-tetramethyl-10-oxatetracyclo[7.6.1.02,6.012,16]hexadec-3-en-13-one

Details

• Internal ID: 22ea635b-4d62-4009-ab3a-206d99fac470
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: 1,5,6,7,8-pentahydroxy-8-(hydroxymethyl)-4,11,11,15-tetramethyl-10-oxatetracyclo[7.6.1.02,6.012,16]hexadec-3-en-13-one
• InChI: InChI=1S/C20H30O8/c1-8-5-11-19(26)9(2)6-10(22)12-13(19)15(28-17(12,3)4)18(25,7-21)16(24)20(11,27)14(8)23/h5,9,11-16,21,23-27H,6-7H2,1-4H3
• InChI Key: ZCRNYQYHLSLSTH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₈
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.19406791 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9423	94.23%
Caco-2	-	0.8444	84.44%
Blood Brain Barrier	+	0.5491	54.91%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6020	60.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8522	85.22%
P-glycoprotein inhibitior	-	0.8078	80.78%
P-glycoprotein substrate	-	0.6070	60.70%
CYP3A4 substrate	+	0.6350	63.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.8277	82.77%
CYP2C9 inhibition	-	0.7838	78.38%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.7833	78.33%
CYP2C8 inhibition	-	0.7576	75.76%
CYP inhibitory promiscuity	-	0.7974	79.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5869	58.69%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9409	94.09%
Skin irritation	-	0.6858	68.58%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7437	74.37%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5440	54.40%
skin sensitisation	-	0.7828	78.28%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6682	66.82%
Acute Oral Toxicity (c)	III	0.5697	56.97%
Estrogen receptor binding	+	0.7387	73.87%
Androgen receptor binding	+	0.6838	68.38%
Thyroid receptor binding	+	0.6936	69.36%
Glucocorticoid receptor binding	+	0.6967	69.67%
Aromatase binding	+	0.5596	55.96%
PPAR gamma	-	0.5757	57.57%
Honey bee toxicity	-	0.7197	71.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7319	73.19%

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	94.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.81%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.01%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	81.78%	97.79%
CHEMBL1937	Q92769	Histone deacetylase 2	81.47%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.30%	97.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.98%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.25%	89.00%

Plants that contains it

• Neoboutonia mannii

Cross-Links

• PubChem: 85358982
• LOTUS: LTS0188036
• wikiData: Q105371393