(1R,2S,3R,5S,6S,10R,11R)-3,5,10-trihydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.2.1.01,5.06,10]tetradecane-9,13-dione

Details

• Internal ID: e3929edd-4176-480c-a85e-c0c44fd2a92f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2S,3R,5S,6S,10R,11R)-3,5,10-trihydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.2.1.01,5.06,10]tetradecane-9,13-dione
• SMILES (Canonical): CC1C(CC2(C13CC(C4(C2(COC4=O)C)O)OC3=O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H](C[C@]2([C@@]13C[C@H]([C@@]4([C@]2(COC4=O)C)O)OC3=O)O)O
• InChI: InChI=1S/C14H18O7/c1-6-7(15)3-13(18)11(2)5-20-10(17)14(11,19)8-4-12(6,13)9(16)21-8/h6-8,15,18-19H,3-5H2,1-2H3/t6-,7-,8-,11+,12+,13+,14-/m1/s1
• InChI Key: WTRBOVBRHQDLNX-MAYHVDQKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₇
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.10525291 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.27
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9009	90.09%
Caco-2	-	0.5884	58.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6615	66.15%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9364	93.64%
BSEP inhibitior	-	0.9584	95.84%
P-glycoprotein inhibitior	-	0.9319	93.19%
P-glycoprotein substrate	-	0.5860	58.60%
CYP3A4 substrate	+	0.5506	55.06%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8041	80.41%
CYP3A4 inhibition	-	0.8724	87.24%
CYP2C9 inhibition	-	0.9183	91.83%
CYP2C19 inhibition	-	0.9396	93.96%
CYP2D6 inhibition	-	0.9657	96.57%
CYP1A2 inhibition	-	0.9197	91.97%
CYP2C8 inhibition	-	0.9601	96.01%
CYP inhibitory promiscuity	-	0.9856	98.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6161	61.61%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.6764	67.64%
Skin corrosion	-	0.9105	91.05%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8304	83.04%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6834	68.34%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5801	58.01%
Acute Oral Toxicity (c)	III	0.4013	40.13%
Estrogen receptor binding	+	0.6306	63.06%
Androgen receptor binding	+	0.6636	66.36%
Thyroid receptor binding	+	0.5525	55.25%
Glucocorticoid receptor binding	-	0.5669	56.69%
Aromatase binding	+	0.6156	61.56%
PPAR gamma	-	0.6207	62.07%
Honey bee toxicity	-	0.9154	91.54%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9399	93.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.36%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.11%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.76%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.87%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.90%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.77%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.30%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.06%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.17%	98.95%

Plants that contains it

• Illicium jiadifengpi

Cross-Links

• PubChem: 57330139
• LOTUS: LTS0165983
• wikiData: Q105312738