Primulanin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	6e3241b1-285f-4556-82eb-261a64595a9e
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R,20S)-10-[(2S,3R,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde
SMILES (Canonical)	CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O)O)O)C)CCC78C3(CC(C9(C7CC(CC9)(C)C=O)CO8)O)C)C)C
SMILES (Isomeric)	C[C@@]1(CC[C@@]23CO[C@]4([C@@H]2C1)CC[C@@H]5[C@]6(CC[C@@H](C([C@@H]6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O)C)C=O
InChI	InChI=1S/C46H74O17/c1-40(2)25-7-11-43(5)26(8-12-46-27-15-41(3,20-48)13-14-45(27,21-59-46)28(50)16-44(43,46)6)42(25,4)10-9-29(40)62-37-35(56)32(53)24(19-58-37)61-39-36(33(54)31(52)23(17-47)60-39)63-38-34(55)30(51)22(49)18-57-38/h20,22-39,47,49-56H,7-19,21H2,1-6H3/t22-,23-,24+,25+,26-,27-,28-,29+,30+,31-,32+,33+,34-,35-,36-,37+,38+,39+,41+,42+,43-,44+,45-,46+/m1/s1
InChI Key	JFAKXPCWZPQXLP-KASLOCEDSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₆H₇₄O₁₇
Molecular Weight	899.10 g/mol
Exact Mass	898.49260089 g/mol
Topological Polar Surface Area (TPSA)	264.00 Å²
XlogP	0.50
Atomic LogP (AlogP)	0.28
H-Bond Acceptor	17
H-Bond Donor	9
Rotatable Bonds	8

Synonyms

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CHEMBL218412

DTXSID901318518

113558-16-0

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6397	63.97%
Caco-2	-	0.8847	88.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7925	79.25%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7168	71.68%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	+	0.5222	52.22%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	+	0.6853	68.53%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7518	75.18%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7295	72.95%
Acute Oral Toxicity (c)	I	0.6300	63.00%
Estrogen receptor binding	+	0.7740	77.40%
Androgen receptor binding	+	0.7484	74.84%
Thyroid receptor binding	-	0.5622	56.22%
Glucocorticoid receptor binding	+	0.6841	68.41%
Aromatase binding	+	0.6554	65.54%
PPAR gamma	+	0.7695	76.95%
Honey bee toxicity	-	0.5623	56.23%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.8764	87.64%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.35%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.99%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	90.67%	95.93%
CHEMBL2581	P07339	Cathepsin D	89.72%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.01%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.24%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.77%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.64%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.73%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.06%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.49%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.15%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.82%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.67%	95.89%
CHEMBL233	P35372	Mu opioid receptor	84.26%	97.93%
CHEMBL4302	P08183	P-glycoprotein 1	84.01%	92.98%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.88%	96.21%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.00%	95.36%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.84%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL5028	O14672	ADAM10	80.73%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.09%	100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.