Forpinioside A

Details

• Internal ID: 899f1520-e0e1-4ada-a5e8-9ade82787af4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 1-O-methyl 5-O-[(3R,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methyl-5-methylidene-1-oxo-1-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] (3S)-3-hydroxy-3-methylpentanedioate
• SMILES (Canonical): CC(C)C(=C)CCC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC(=O)CC(C)(CC(=O)OC)O)C)C)C)C(=O)OC5C(C(C(CO5)O)O)O
• SMILES (Isomeric): CC(C)C(=C)CC[C@H]([C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)OC(=O)C[C@](C)(CC(=O)OC)O)C)C)C)C(=O)O[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O
• InChI: InChI=1S/C43H68O11/c1-24(2)25(3)11-12-26(37(49)54-38-36(48)35(47)30(44)23-52-38)27-15-19-43(9)29-13-14-31-39(4,5)32(53-34(46)22-40(6,50)21-33(45)51-10)17-18-41(31,7)28(29)16-20-42(27,43)8/h24,26-27,30-32,35-36,38,44,47-48,50H,3,11-23H2,1-2,4-10H3/t26-,27-,30-,31+,32-,35+,36-,38+,40+,41-,42-,43+/m1/s1
• InChI Key: UVAVTWPZHQYWRG-GFTUBIQZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₈O₁₁
• Molecular Weight: 761.00 g/mol
• Exact Mass: 760.47616298 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.94
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8917	89.17%
Caco-2	-	0.8569	85.69%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8385	83.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7522	75.22%
OATP1B3 inhibitior	+	0.8793	87.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7324	73.24%
BSEP inhibitior	+	0.8897	88.97%
P-glycoprotein inhibitior	+	0.7758	77.58%
P-glycoprotein substrate	+	0.6607	66.07%
CYP3A4 substrate	+	0.7455	74.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.7565	75.65%
CYP2C9 inhibition	-	0.7462	74.62%
CYP2C19 inhibition	-	0.8418	84.18%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.8278	82.78%
CYP2C8 inhibition	+	0.7527	75.27%
CYP inhibitory promiscuity	-	0.9403	94.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6980	69.80%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9121	91.21%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.5678	56.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.3981	39.81%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6819	68.19%
skin sensitisation	-	0.8899	88.99%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8242	82.42%
Acute Oral Toxicity (c)	III	0.5037	50.37%
Estrogen receptor binding	+	0.7604	76.04%
Androgen receptor binding	+	0.7559	75.59%
Thyroid receptor binding	-	0.5077	50.77%
Glucocorticoid receptor binding	+	0.7758	77.58%
Aromatase binding	+	0.6973	69.73%
PPAR gamma	+	0.7206	72.06%
Honey bee toxicity	-	0.6444	64.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9867	98.67%

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	99.68%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.30%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.96%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.07%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.19%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.48%	92.62%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.11%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.97%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.17%	94.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.10%	85.31%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.19%	82.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.44%	96.77%
CHEMBL5028	O14672	ADAM10	88.05%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.54%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.11%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.21%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.08%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.06%	96.90%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.97%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.95%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.51%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	84.50%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.03%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	82.56%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.31%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.20%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.09%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.00%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.62%	95.56%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.35%	92.78%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.07%	89.50%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.01%	94.78%

Plants that contains it

• Lonicera japonica

Cross-Links

• PubChem: 146682766
• LOTUS: LTS0042207
• wikiData: Q105169781