[(1S,3R,4R,6R,8S,9S,10R,11R,14R,15R,17R)-3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecan-17-yl] propanoate

Details

• Internal ID: a1b63c30-8669-450f-8df2-6277fa979d85
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Grayanoids
• IUPAC Name: [(1S,3R,4R,6R,8S,9S,10R,11R,14R,15R,17R)-3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecan-17-yl] propanoate
• SMILES (Canonical): CCC(=O)OC1C2CCC3C1(CC(C4(C(C3(C)O)C5C(C4(C)C)O5)O)O)CC2(C)O
• SMILES (Isomeric): CCC(=O)O[C@@H]1[C@H]2CC[C@@H]3[C@]1(C[C@H]([C@]4([C@H]([C@]3(C)O)[C@H]5[C@@H](C4(C)C)O5)O)O)C[C@@]2(C)O
• InChI: InChI=1S/C23H36O7/c1-6-14(25)29-17-11-7-8-12-21(5,27)16-15-18(30-15)19(2,3)23(16,28)13(24)9-22(12,17)10-20(11,4)26/h11-13,15-18,24,26-28H,6-10H2,1-5H3/t11-,12+,13-,15+,16+,17-,18+,20-,21-,22+,23-/m1/s1
• InChI Key: FPWNQXCUDWQVAY-FTQQZRIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₇
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.24610348 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8785	87.85%
Caco-2	-	0.6258	62.58%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5946	59.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.8985	89.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6694	66.94%
P-glycoprotein inhibitior	-	0.7720	77.20%
P-glycoprotein substrate	-	0.6167	61.67%
CYP3A4 substrate	+	0.6808	68.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.5169	51.69%
CYP2C9 inhibition	-	0.6726	67.26%
CYP2C19 inhibition	-	0.7080	70.80%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.7959	79.59%
CYP2C8 inhibition	+	0.4662	46.62%
CYP inhibitory promiscuity	-	0.9379	93.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7375	73.75%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9538	95.38%
Skin irritation	-	0.5980	59.80%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4852	48.52%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5978	59.78%
skin sensitisation	-	0.8474	84.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4618	46.18%
Acute Oral Toxicity (c)	III	0.3673	36.73%
Estrogen receptor binding	+	0.8393	83.93%
Androgen receptor binding	+	0.6549	65.49%
Thyroid receptor binding	+	0.6620	66.20%
Glucocorticoid receptor binding	+	0.6496	64.96%
Aromatase binding	+	0.7443	74.43%
PPAR gamma	+	0.5626	56.26%
Honey bee toxicity	-	0.7815	78.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9663	96.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.50%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.78%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.81%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.48%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.27%	90.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.86%	82.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.92%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.53%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.54%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.51%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.49%	95.93%
CHEMBL2581	P07339	Cathepsin D	83.63%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.12%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.07%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.04%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.99%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.71%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.71%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.49%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	81.53%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.21%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.73%	92.62%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 163072513
• LOTUS: LTS0190198
• wikiData: Q105212421