Melilotigenin B

Details

• Internal ID: 505382d0-c182-458a-a5b6-3bc6e0e3a19f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4S,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,4a,5,6,7,8,10,12,12a,14,14a-dodecahydropicene-3,9-dione
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(=O)C(C5CCC4(C3(CCC2(C(=O)C1)C)C)C)(C)CO)C)C
• SMILES (Isomeric): C[C@]12CCC(=O)[C@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5=O)(C)C)C)C)C)(C)CO
• InChI: InChI=1S/C30H46O3/c1-25(2)16-20-19-8-9-22-27(4)12-11-23(32)28(5,18-31)21(27)10-13-30(22,7)29(19,6)15-14-26(20,3)24(33)17-25/h8,20-22,31H,9-18H2,1-7H3/t20-,21+,22+,26+,27-,28+,29+,30+/m0/s1
• InChI Key: AKFPPARWAOGYCP-QMTZRBPCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.34469533 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.53
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 91269-84-0
• (4S,4AR,6AR,6BS,8AR,12AS,14AR,14BR)-4-(HYDROXYMETHYL)-4,6A,6B,8A,11,11,14B-HEPTAMETHYL-1,2,4A,5,6,7,8,10,12,12A,14,14A-DODECAHYDROPICENE-3,9-DIONE
• AKOS040762035
• 24-hydroxyolean-12-ene-3, 22-dione
• (4)-23-Hydroxyolean-12-ene-3,22-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.5299	52.99%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8617	86.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6119	61.19%
BSEP inhibitior	+	0.9373	93.73%
P-glycoprotein inhibitior	-	0.5850	58.50%
P-glycoprotein substrate	-	0.8189	81.89%
CYP3A4 substrate	+	0.6385	63.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.7597	75.97%
CYP2C9 inhibition	-	0.7795	77.95%
CYP2C19 inhibition	-	0.8074	80.74%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.7800	78.00%
CYP2C8 inhibition	-	0.6167	61.67%
CYP inhibitory promiscuity	-	0.8346	83.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5902	59.02%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.5159	51.59%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.7682	76.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.7051	70.51%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.7485	74.85%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5760	57.60%
Acute Oral Toxicity (c)	III	0.8536	85.36%
Estrogen receptor binding	+	0.7876	78.76%
Androgen receptor binding	+	0.6913	69.13%
Thyroid receptor binding	+	0.6863	68.63%
Glucocorticoid receptor binding	+	0.8373	83.73%
Aromatase binding	+	0.7327	73.27%
PPAR gamma	+	0.6675	66.75%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

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	95.84%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.52%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.44%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.34%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.79%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.81%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.96%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.62%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.91%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.36%	94.75%

Plants that contains it

• Abies alba
• Abies pinsapo subsp. marocana
• Ampelocera edentula
• Angelica acutiloba
• Arnica mollis
• Brassica carinata
• Bryonia alba
• Carpha glomerata
• Croton gratissimus
• Cyanostegia angustifolia
• Dactylorhiza viridis
• Diplopterygium glaucum
• Eucalyptus resinifera
• Euphrasia nana
• Eurycoma harmandiana
• Ixeris japonica
• Lysimachia fordiana
• Orthosiphon aristatus
• Oxytropis falcata
• Pterolobium hexapetalum
• Ranunculus asiaticus
• Remirea maritima
• Sinapis alba
• Solanum lanceolatum
• Viburnum erubescens
• Wikstroemia indica
• Xanthorhiza simplicissima

Cross-Links

• PubChem: 91895471
• NPASS: NPC308782
• LOTUS: LTS0207812
• wikiData: Q104913616