(1R,2S,3R,6R,10R,11R,14R)-3,10,14-trihydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadec-4-ene-9,13-dione

Details

• Internal ID: c29b1acb-4bd9-49a3-a7c0-9b2e47bfb9a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2S,3R,6R,10R,11R,14R)-3,10,14-trihydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadec-4-ene-9,13-dione
• SMILES (Canonical): CC1C(C=C2C13CC(C4(C2(COC4=O)C)O)OC(=O)C3O)O
• SMILES (Isomeric): C[C@@H]1[C@@H](C=C2[C@@]13C[C@H]([C@@]4([C@]2(COC4=O)C)O)OC(=O)[C@@H]3O)O
• InChI: InChI=1S/C15H18O7/c1-6-7(16)3-8-13(2)5-21-12(19)15(13,20)9-4-14(6,8)10(17)11(18)22-9/h3,6-7,9-10,16-17,20H,4-5H2,1-2H3/t6-,7-,9-,10+,13+,14-,15-/m1/s1
• InChI Key: HXUUMNXQBBQBOJ-RGUYXYRNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.10525291 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.11
• 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	+	0.9776	97.76%
Caco-2	-	0.6089	60.89%
Blood Brain Barrier	-	0.5411	54.11%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8612	86.12%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8114	81.14%
BSEP inhibitior	-	0.9212	92.12%
P-glycoprotein inhibitior	-	0.9171	91.71%
P-glycoprotein substrate	-	0.6308	63.08%
CYP3A4 substrate	+	0.5653	56.53%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.8855	88.55%
CYP2C9 inhibition	-	0.8891	88.91%
CYP2C19 inhibition	-	0.9442	94.42%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	-	0.9183	91.83%
CYP inhibitory promiscuity	-	0.9097	90.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4597	45.97%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.5175	51.75%
Skin corrosion	-	0.9074	90.74%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8894	88.94%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6103	61.03%
Acute Oral Toxicity (c)	I	0.5268	52.68%
Estrogen receptor binding	+	0.5473	54.73%
Androgen receptor binding	+	0.6874	68.74%
Thyroid receptor binding	+	0.5169	51.69%
Glucocorticoid receptor binding	+	0.5482	54.82%
Aromatase binding	-	0.5870	58.70%
PPAR gamma	-	0.6104	61.04%
Honey bee toxicity	-	0.8542	85.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9771	97.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.58%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.09%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.23%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.38%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.96%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.55%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.34%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.05%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.68%	97.14%

Plants that contains it

• Illicium jiadifengpi

Cross-Links

• PubChem: 21629990
• LOTUS: LTS0124133
• wikiData: Q105035154