Wilforlide A

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	46b80725-0635-4e84-afd8-fdcce76c686b
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(1S,2R,5S,6R,9R,11S,14R,15R,19S,21S)-11-hydroxy-2,5,6,10,10,14,21-heptamethyl-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-22-one
SMILES (Canonical)	CC1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC6(CC5OC6=O)C)C)C)C)C
SMILES (Isomeric)	C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4C[C@]6(C[C@@H]5OC6=O)C)C)C)C)(C)C)O
InChI	InChI=1S/C30H46O3/c1-25(2)20-10-13-30(7)21(28(20,5)12-11-22(25)31)9-8-18-19-16-26(3)17-23(33-24(26)32)27(19,4)14-15-29(18,30)6/h8,19-23,31H,9-17H2,1-7H3/t19-,20-,21+,22-,23-,26-,27+,28-,29+,30+/m0/s1
InChI Key	HHQJBWYXBWOFJY-YLXTXNMFSA-N
Popularity	12 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₄₆O₃
Molecular Weight	454.70 g/mol
Exact Mass	454.34469533 g/mol
Topological Polar Surface Area (TPSA)	46.50 Å²
XlogP	6.90
Atomic LogP (AlogP)	6.68
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

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84104-71-2

regelide

Abruslactone A

3-epiabruslactone A

JW7QMP68BC

Regelide;Abruslactone A

(2S,5S,5aR,7aS,7bR,9aR,11S,13aR,13bR,15bS)-11-hydroxy-2,5a,7a,7b,10,10,13a-heptamethyl-1,5,5a,6,7,7a,7b,8,9,9a,10,11,12,13,13a,13b,14,15b-octadecahydro-2,5-methanochryseno[2,1-c]oxepin-3(2H)-one

Wilforlide-A

UNII-JW7QMP68BC

(-)-ABRUSLACTONE A

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.9968	99.68%
Caco-2	+	0.5095	50.95%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	0.7189	71.89%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9674	96.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8949	89.49%
P-glycoprotein inhibitior	-	0.6518	65.18%
P-glycoprotein substrate	-	0.8335	83.35%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.7967	79.67%
CYP3A4 inhibition	-	0.6727	67.27%
CYP2C9 inhibition	-	0.7997	79.97%
CYP2C19 inhibition	-	0.6964	69.64%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.7093	70.93%
CYP2C8 inhibition	-	0.7080	70.80%
CYP inhibitory promiscuity	-	0.8678	86.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5521	55.21%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9302	93.02%
Skin irritation	+	0.5750	57.50%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4294	42.94%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6690	66.90%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4595	45.95%
Acute Oral Toxicity (c)	III	0.6012	60.12%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	+	0.6935	69.35%
Thyroid receptor binding	+	0.6483	64.83%
Glucocorticoid receptor binding	+	0.8582	85.82%
Aromatase binding	+	0.7452	74.52%
PPAR gamma	+	0.6307	63.07%
Honey bee toxicity	-	0.8534	85.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9935	99.35%

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
CHEMBL3137262	O60341	LSD1/CoREST complex	92.11%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.66%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.51%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.70%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.25%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.08%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.37%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	81.67%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.64%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.84%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.60%	96.21%

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.

Tripterygium wilfordii