(1R,6R,8S,9S,12R)-8,9-dihydroxy-6,11,11-trimethyl-7,10-dioxatetracyclo[7.4.0.01,12.04,8]tridec-3-en-2-one

Details

• Internal ID: 9d1e9df6-c982-4db6-9da7-1bcf05cb5f98
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,6R,8S,9S,12R)-8,9-dihydroxy-6,11,11-trimethyl-7,10-dioxatetracyclo[7.4.0.01,12.04,8]tridec-3-en-2-one
• SMILES (Canonical): CC1CC2=CC(=O)C34CC3C(OC4(C2(O1)O)O)(C)C
• SMILES (Isomeric): C[C@@H]1CC2=CC(=O)[C@@]34C[C@H]3C(O[C@@]4([C@]2(O1)O)O)(C)C
• InChI: InChI=1S/C14H18O5/c1-7-4-8-5-10(15)12-6-9(12)11(2,3)19-14(12,17)13(8,16)18-7/h5,7,9,16-17H,4,6H2,1-3H3/t7-,9+,12-,13+,14+/m1/s1
• InChI Key: DJKLAHMPCDJBAM-ZJWJCFAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 5
• 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	+	0.9770	97.70%
Caco-2	+	0.6052	60.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7488	74.88%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9183	91.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9368	93.68%
P-glycoprotein inhibitior	-	0.9259	92.59%
P-glycoprotein substrate	-	0.7780	77.80%
CYP3A4 substrate	+	0.5871	58.71%
CYP2C9 substrate	-	0.8102	81.02%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.8333	83.33%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.8073	80.73%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.8039	80.39%
CYP2C8 inhibition	-	0.8625	86.25%
CYP inhibitory promiscuity	-	0.8030	80.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4186	41.86%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8636	86.36%
Skin irritation	-	0.5666	56.66%
Skin corrosion	-	0.8949	89.49%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8205	82.05%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	-	0.7483	74.83%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7120	71.20%
Acute Oral Toxicity (c)	III	0.4095	40.95%
Estrogen receptor binding	+	0.8360	83.60%
Androgen receptor binding	+	0.7442	74.42%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	+	0.5472	54.72%
Aromatase binding	+	0.5697	56.97%
PPAR gamma	+	0.6181	61.81%
Honey bee toxicity	-	0.9013	90.13%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9661	96.61%

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	94.09%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.81%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.20%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.94%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.83%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101593091
• LOTUS: LTS0025677
• wikiData: Q104982346