[(2Z,4E)-2-[(3S,4R,5S,6R,7E,10S)-4,10-dihydroxy-6-(3-hydroxypropyl)-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-3-yl]-10-methyl-6-methylideneundeca-2,4,9-trienyl] acetate

Details

• Internal ID: 11cb37f0-8b8a-4ea9-a16f-23fe71f03924
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: [(2Z,4E)-2-[(3S,4R,5S,6R,7E,10S)-4,10-dihydroxy-6-(3-hydroxypropyl)-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-3-yl]-10-methyl-6-methylideneundeca-2,4,9-trienyl] acetate
• SMILES (Canonical): CC(=CCCC(=C)C=CC=C(COC(=O)C)C1CCC2(C1O)C(C(=C(C)C=O)CCC2(C)O)CCCO)C
• SMILES (Isomeric): CC(=CCCC(=C)/C=C/C=C(\COC(=O)C)/[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/C32H48O6/c1-22(2)10-7-11-23(3)12-8-13-26(21-38-25(5)35)28-16-18-32(30(28)36)29(14-9-19-33)27(24(4)20-34)15-17-31(32,6)37/h8,10,12-13,20,28-30,33,36-37H,3,7,9,11,14-19,21H2,1-2,4-6H3/b12-8+,26-13+,27-24+/t28-,29+,30+,31-,32-/m0/s1
• InChI Key: PCXCPWDHJKSSOL-XMQLYFRUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₆
• Molecular Weight: 528.70 g/mol
• Exact Mass: 528.34508925 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.54
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9291	92.91%
Caco-2	-	0.7416	74.16%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.8342	83.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5869	58.69%
BSEP inhibitior	+	0.9938	99.38%
P-glycoprotein inhibitior	+	0.7839	78.39%
P-glycoprotein substrate	+	0.6165	61.65%
CYP3A4 substrate	+	0.7136	71.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9005	90.05%
CYP3A4 inhibition	-	0.8676	86.76%
CYP2C9 inhibition	-	0.7019	70.19%
CYP2C19 inhibition	-	0.8860	88.60%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.8998	89.98%
CYP2C8 inhibition	+	0.7417	74.17%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9327	93.27%
Skin irritation	-	0.5810	58.10%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7919	79.19%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5357	53.57%
skin sensitisation	-	0.8337	83.37%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7319	73.19%
Acute Oral Toxicity (c)	III	0.4623	46.23%
Estrogen receptor binding	+	0.8304	83.04%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	+	0.7441	74.41%
Aromatase binding	+	0.6484	64.84%
PPAR gamma	+	0.5557	55.57%
Honey bee toxicity	-	0.7718	77.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	97.66%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.40%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.68%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.16%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.72%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.57%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.59%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.15%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.60%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.81%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.65%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.46%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.07%	93.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.83%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.59%	83.82%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.22%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.18%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.15%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.30%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.25%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.23%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.62%	100.00%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.61%	86.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.07%	86.92%

Plants that contains it

• Iris domestica
• Iris japonica
• Tigridia pavonia

Cross-Links

• PubChem: 101615675
• NPASS: NPC189765
• LOTUS: LTS0166103
• wikiData: Q104398675