6,10-Dihydroxy-2,6,12-trimethyl-16-oxapentacyclo[10.3.2.15,8.01,11.02,8]octadecan-17-one

Details

• Internal ID: ef407478-3e75-4963-bbbd-1bcb48e8ecfa
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6,10-dihydroxy-2,6,12-trimethyl-16-oxapentacyclo[10.3.2.15,8.01,11.02,8]octadecan-17-one
• SMILES (Canonical): CC12CCCC3(C1C(CC45C3(CCC(C4)C(C5)(C)O)C)O)OC2=O
• SMILES (Isomeric): CC12CCCC3(C1C(CC45C3(CCC(C4)C(C5)(C)O)C)O)OC2=O
• InChI: InChI=1S/C20H30O4/c1-16-6-4-7-20(24-15(16)22)14(16)13(21)10-19-9-12(17(2,23)11-19)5-8-18(19,20)3/h12-14,21,23H,4-11H2,1-3H3
• InChI Key: RHHASGAARYKZGN-UHFFFAOYSA-N
• Popularity: 0 references 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): 66.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	+	0.7058	70.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6288	62.88%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9166	91.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.7399	73.99%
P-glycoprotein inhibitior	-	0.8484	84.84%
P-glycoprotein substrate	-	0.7359	73.59%
CYP3A4 substrate	+	0.6737	67.37%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.8451	84.51%
CYP2C19 inhibition	-	0.8538	85.38%
CYP2D6 inhibition	-	0.9710	97.10%
CYP1A2 inhibition	-	0.6463	64.63%
CYP2C8 inhibition	-	0.7940	79.40%
CYP inhibitory promiscuity	-	0.9728	97.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5973	59.73%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9632	96.32%
Skin irritation	+	0.6023	60.23%
Skin corrosion	-	0.8697	86.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5880	58.80%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.8693	86.93%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3123	31.23%
Estrogen receptor binding	+	0.8456	84.56%
Androgen receptor binding	+	0.7255	72.55%
Thyroid receptor binding	+	0.5825	58.25%
Glucocorticoid receptor binding	+	0.7243	72.43%
Aromatase binding	+	0.7481	74.81%
PPAR gamma	-	0.6427	64.27%
Honey bee toxicity	-	0.9126	91.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9709	97.09%

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	94.36%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.91%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.25%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.74%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.38%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	86.79%	95.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.67%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.22%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.67%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.50%	97.25%
CHEMBL1871	P10275	Androgen Receptor	83.07%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.95%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	81.51%	94.75%
CHEMBL2581	P07339	Cathepsin D	81.48%	98.95%

Plants that contains it

• Eupatorium album

Cross-Links

• PubChem: 162940804
• LOTUS: LTS0228783
• wikiData: Q105236356