(1S,2R,3S,3'R,5R,6S,7R,8S,9S,12R)-2,3',12-trihydroxy-3'-[(1R)-1-hydroxyethyl]-8-methoxy-7-methyl-12-propan-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-2',11-dione

Details

• Internal ID: 8fef32b6-b13b-4370-b467-ac475e83bf85
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,2R,3S,3'R,5R,6S,7R,8S,9S,12R)-2,3',12-trihydroxy-3'-[(1R)-1-hydroxyethyl]-8-methoxy-7-methyl-12-propan-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-2',11-dione
• SMILES (Canonical): CC(C)C1(C2C(C3(C4(CC(C(=O)O4)(C(C)O)O)C5C(C3(C1C(=O)O2)O)O5)C)OC)O
• SMILES (Isomeric): C[C@H]([C@@]1(C[C@]2([C@H]3[C@H](O3)[C@@]4([C@]2([C@@H]([C@H]5[C@]([C@@H]4C(=O)O5)(C(C)C)O)OC)C)O)OC1=O)O)O
• InChI: InChI=1S/C20H28O10/c1-7(2)19(25)9-14(22)29-12(19)10(27-5)16(4)18(11-13(28-11)20(9,16)26)6-17(24,8(3)21)15(23)30-18/h7-13,21,24-26H,6H2,1-5H3/t8-,9+,10-,11-,12+,13+,16+,17-,18-,19-,20+/m1/s1
• InChI Key: WBQTULHCTLHEOG-OLARYOTISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₁₀
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.16824709 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.74
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7702	77.02%
Caco-2	-	0.7324	73.24%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5224	52.24%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8955	89.55%
P-glycoprotein inhibitior	-	0.6938	69.38%
P-glycoprotein substrate	-	0.6633	66.33%
CYP3A4 substrate	+	0.6389	63.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	-	0.6110	61.10%
CYP2C9 inhibition	-	0.9143	91.43%
CYP2C19 inhibition	-	0.8788	87.88%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.9179	91.79%
CYP2C8 inhibition	-	0.8362	83.62%
CYP inhibitory promiscuity	-	0.9627	96.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5464	54.64%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9342	93.42%
Skin irritation	-	0.7290	72.90%
Skin corrosion	-	0.8989	89.89%
Ames mutagenesis	+	0.5322	53.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.5317	53.17%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8429	84.29%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.9313	93.13%
Acute Oral Toxicity (c)	III	0.4729	47.29%
Estrogen receptor binding	+	0.7883	78.83%
Androgen receptor binding	+	0.7265	72.65%
Thyroid receptor binding	+	0.6063	60.63%
Glucocorticoid receptor binding	-	0.4724	47.24%
Aromatase binding	+	0.6259	62.59%
PPAR gamma	+	0.6907	69.07%
Honey bee toxicity	-	0.8074	80.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6708	67.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.84%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.61%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.64%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.95%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.53%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.56%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.40%	91.07%
CHEMBL2581	P07339	Cathepsin D	85.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.98%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.84%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.04%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.36%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.70%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.91%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.92%	94.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.78%	92.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.55%	96.77%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.24%	82.38%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 101615680
• LOTUS: LTS0048600
• wikiData: Q105300943