(2E)-2-[(3S,4R,5S,6R,10S)-4,10-dihydroxy-3-[(2E,4E)-1-hydroxy-10-methyl-6-methylideneundeca-2,4,9-trien-2-yl]-6-(3-hydroxypropyl)-10-methylspiro[4.5]decan-7-ylidene]propanal

Details

• Internal ID: a6556c50-8370-4c63-b3e2-f1ec52dbd835
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2E)-2-[(3S,4R,5S,6R,10S)-4,10-dihydroxy-3-[(2E,4E)-1-hydroxy-10-methyl-6-methylideneundeca-2,4,9-trien-2-yl]-6-(3-hydroxypropyl)-10-methylspiro[4.5]decan-7-ylidene]propanal
• SMILES (Canonical): CC(=CCCC(=C)C=CC=C(CO)C1CCC2(C1O)C(C(=C(C)C=O)CCC2(C)O)CCCO)C
• SMILES (Isomeric): CC(=CCCC(=C)/C=C/C=C(/CO)\[C@@H]1CC[C@@]2([C@@H]1O)[C@@H](/C(=C(\C)/C=O)/CC[C@]2(C)O)CCCO)C
• InChI: InChI=1S/C30H46O5/c1-21(2)9-6-10-22(3)11-7-12-24(20-33)26-15-17-30(28(26)34)27(13-8-18-31)25(23(4)19-32)14-16-29(30,5)35/h7,9,11-12,19,26-28,31,33-35H,3,6,8,10,13-18,20H2,1-2,4-5H3/b11-7+,24-12-,25-23+/t26-,27+,28+,29-,30-/m0/s1
• InChI Key: XVFORSWJIMCHND-YLCDAWDUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₅
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.33452456 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9658	96.58%
Caco-2	-	0.6853	68.53%
Blood Brain Barrier	+	0.6856	68.56%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6301	63.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.8764	87.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5429	54.29%
BSEP inhibitior	+	0.9464	94.64%
P-glycoprotein inhibitior	+	0.6367	63.67%
P-glycoprotein substrate	+	0.6228	62.28%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.9043	90.43%
CYP2C9 inhibition	-	0.8075	80.75%
CYP2C19 inhibition	-	0.8887	88.87%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.9090	90.90%
CYP2C8 inhibition	+	0.6965	69.65%
CYP inhibitory promiscuity	-	0.9377	93.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6662	66.62%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9452	94.52%
Skin irritation	-	0.5946	59.46%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8007	80.07%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5035	50.35%
skin sensitisation	-	0.7744	77.44%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7178	71.78%
Acute Oral Toxicity (c)	III	0.5537	55.37%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	+	0.5658	56.58%
Glucocorticoid receptor binding	+	0.7253	72.53%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	+	0.5721	57.21%
Honey bee toxicity	-	0.7982	79.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9740	97.40%

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	97.87%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.37%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.54%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.99%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.27%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.83%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.96%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.74%	91.24%
CHEMBL233	P35372	Mu opioid receptor	85.19%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.47%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.36%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	83.65%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.31%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.12%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.09%	97.09%
CHEMBL2061	P19793	Retinoid X receptor alpha	82.69%	91.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.92%	93.03%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.61%	95.52%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.34%	97.50%

Plants that contains it

• Iris tectorum

Cross-Links

• PubChem: 162975191
• LOTUS: LTS0060657
• wikiData: Q105342853