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

Details

• Internal ID: 091d0d6d-df1d-46d4-a589-c1e186142328
• 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)-2,5,6,10,14,21-hexamethyl-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-ene-11,22-diol
• SMILES (Canonical): CC12CCC(C(C1CCC3(C2CC=C4C3(CCC5(C4CC6(CC5OC6O)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]6O)C)C)C)C)(C)CO)O
• InChI: InChI=1S/C30H48O4/c1-25-15-19-18-7-8-21-27(3)11-10-22(32)28(4,17-31)20(27)9-12-30(21,6)29(18,5)14-13-26(19,2)23(16-25)34-24(25)33/h7,19-24,31-33H,8-17H2,1-6H3/t19-,20+,21+,22-,23+,24+,25+,26+,27-,28+,29+,30+/m0/s1
• InChI Key: GDBCFNOLECWRQN-QVRZSFJQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9709	97.09%
Caco-2	-	0.5541	55.41%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5612	56.12%
OATP2B1 inhibitior	-	0.5754	57.54%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.5461	54.61%
BSEP inhibitior	+	0.6459	64.59%
P-glycoprotein inhibitior	-	0.7199	71.99%
P-glycoprotein substrate	-	0.7387	73.87%
CYP3A4 substrate	+	0.6801	68.01%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.7992	79.92%
CYP3A4 inhibition	-	0.7332	73.32%
CYP2C9 inhibition	-	0.8504	85.04%
CYP2C19 inhibition	-	0.8908	89.08%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.8438	84.38%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7985	79.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5296	52.96%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9385	93.85%
Skin irritation	+	0.5213	52.13%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6840	68.40%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7302	73.02%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7446	74.46%
Acute Oral Toxicity (c)	III	0.5769	57.69%
Estrogen receptor binding	+	0.7503	75.03%
Androgen receptor binding	+	0.7159	71.59%
Thyroid receptor binding	+	0.6391	63.91%
Glucocorticoid receptor binding	+	0.7828	78.28%
Aromatase binding	+	0.6861	68.61%
PPAR gamma	+	0.5847	58.47%
Honey bee toxicity	-	0.8512	85.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9723	97.23%

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	95.17%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.22%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.68%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.74%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.00%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.10%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.90%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.47%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.05%	95.50%
CHEMBL2916	O14746	Telomerase reverse transcriptase	81.74%	90.00%
CHEMBL1871	P10275	Androgen Receptor	81.16%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.56%	95.56%

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: 44253988
• NPASS: NPC106439
• LOTUS: LTS0261252
• wikiData: Q105006631