(1R,2R,4S,6S,7S,11R,12S,15R)-6,11,15-trihydroxy-2,7-dimethyl-3,9,13-trioxapentacyclo[10.3.1.01,6.02,4.07,11]hexadecane-10,14-dione

Details

• Internal ID: 35266aac-de13-4878-a0f6-a4d20524329a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2R,4S,6S,7S,11R,12S,15R)-6,11,15-trihydroxy-2,7-dimethyl-3,9,13-trioxapentacyclo[10.3.1.01,6.02,4.07,11]hexadecane-10,14-dione
• SMILES (Canonical): CC12COC(=O)C1(C3CC4(C2(CC5C4(O5)C)O)C(C(=O)O3)O)O
• SMILES (Isomeric): C[C@@]12COC(=O)[C@@]1([C@@H]3C[C@]4([C@@]2(C[C@H]5[C@@]4(O5)C)O)[C@H](C(=O)O3)O)O
• InChI: InChI=1S/C15H18O8/c1-11-5-21-10(18)15(11,20)7-3-13(8(16)9(17)22-7)12(2)6(23-12)4-14(11,13)19/h6-8,16,19-20H,3-5H2,1-2H3/t6-,7-,8-,11-,12-,13-,14-,15+/m0/s1
• InChI Key: XVTUVYDLNDXGDX-IPSFCHQMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₈
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.10016753 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.75
• H-Bond Acceptor: 8
• 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	+	0.8664	86.64%
Caco-2	-	0.7031	70.31%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7061	70.61%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9408	94.08%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8864	88.64%
BSEP inhibitior	-	0.9551	95.51%
P-glycoprotein inhibitior	-	0.8957	89.57%
P-glycoprotein substrate	-	0.5797	57.97%
CYP3A4 substrate	+	0.5984	59.84%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8396	83.96%
CYP3A4 inhibition	-	0.6931	69.31%
CYP2C9 inhibition	-	0.9019	90.19%
CYP2C19 inhibition	-	0.9287	92.87%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.9171	91.71%
CYP2C8 inhibition	-	0.8985	89.85%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6044	60.44%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.6619	66.19%
Skin corrosion	-	0.9134	91.34%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7779	77.79%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8857	88.57%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6900	69.00%
Acute Oral Toxicity (c)	I	0.4957	49.57%
Estrogen receptor binding	+	0.7803	78.03%
Androgen receptor binding	+	0.7270	72.70%
Thyroid receptor binding	+	0.5335	53.35%
Glucocorticoid receptor binding	+	0.6043	60.43%
Aromatase binding	+	0.6626	66.26%
PPAR gamma	-	0.5787	57.87%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9365	93.65%

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	94.31%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.95%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.74%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.53%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.46%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.77%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.51%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.14%	100.00%
CHEMBL2039	P27338	Monoamine oxidase B	83.78%	92.51%
CHEMBL2581	P07339	Cathepsin D	81.47%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.99%	99.23%

Plants that contains it

• Illicium jiadifengpi
• Illicium micranthum

Cross-Links

• PubChem: 163029090
• LOTUS: LTS0246422
• wikiData: Q105343152