(1R,2R,5S,6R,9R,10S,11S,14R,15R,19S,21R,22R)-10-(hydroxymethyl)-22-methoxy-2,5,6,10,14,21-hexamethyl-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-ol

Details

• Internal ID: 4fd62b71-5c16-4c58-8941-e36578a5dbaa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2R,5S,6R,9R,10S,11S,14R,15R,19S,21R,22R)-10-(hydroxymethyl)-22-methoxy-2,5,6,10,14,21-hexamethyl-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-ol
• SMILES (Canonical): CC12CCC(C(C1CCC3(C2CC=C4C3(CCC5(C4CC6(CC5OC6OC)C)C)C)C)(C)CO)O
• 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]5O[C@H]6OC)C)C)C)C)(C)CO)O
• InChI: InChI=1S/C31H50O4/c1-26-16-20-19-8-9-22-28(3)12-11-23(33)29(4,18-32)21(28)10-13-31(22,6)30(19,5)15-14-27(20,2)24(17-26)35-25(26)34-7/h8,20-25,32-33H,9-18H2,1-7H3/t20-,21+,22+,23-,24+,25+,26+,27+,28-,29+,30+,31+/m0/s1
• InChI Key: XJPMFFHICGRTLK-OMQXPBKESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₄
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.37091007 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.10
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9669	96.69%
Caco-2	-	0.5297	52.97%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5810	58.10%
OATP2B1 inhibitior	-	0.5753	57.53%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	+	0.6368	63.68%
P-glycoprotein inhibitior	-	0.6269	62.69%
P-glycoprotein substrate	-	0.6938	69.38%
CYP3A4 substrate	+	0.6882	68.82%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.7966	79.66%
CYP3A4 inhibition	-	0.7333	73.33%
CYP2C9 inhibition	-	0.7620	76.20%
CYP2C19 inhibition	-	0.8398	83.98%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.7708	77.08%
CYP2C8 inhibition	+	0.5577	55.77%
CYP inhibitory promiscuity	-	0.7339	73.39%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9335	93.35%
Skin irritation	-	0.5787	57.87%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8177	81.77%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.9004	90.04%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5411	54.11%
Acute Oral Toxicity (c)	III	0.4165	41.65%
Estrogen receptor binding	+	0.7099	70.99%
Androgen receptor binding	+	0.7263	72.63%
Thyroid receptor binding	+	0.5888	58.88%
Glucocorticoid receptor binding	+	0.7574	75.74%
Aromatase binding	+	0.6747	67.47%
PPAR gamma	+	0.5770	57.70%
Honey bee toxicity	-	0.8291	82.91%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9529	95.29%

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	95.67%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.42%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.21%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.40%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.93%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.40%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.40%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.17%	97.14%
CHEMBL1871	P10275	Androgen Receptor	80.45%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.36%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.26%	91.07%

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: 44253989
• NPASS: NPC263821
• LOTUS: LTS0186180
• wikiData: Q105329129