(1R,4S,5R,8S,13S,14S,19S)-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[17.3.2.01,18.04,17.05,14.08,13]tetracosa-15,17-diene-10,12,23-trione

Details

• Internal ID: 09ae7527-d0b3-4d4d-9a99-8e026d0a4c2d
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,4S,5R,8S,13S,14S,19S)-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[17.3.2.01,18.04,17.05,14.08,13]tetracosa-15,17-diene-10,12,23-trione
• SMILES (Canonical): CC1(CCC23CCC4(C(=C2C1OC3=O)C=CC5C4(CCC6C5(C(=O)CC(=O)C6(C)C)C)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1C=CC4=C5[C@@H]6C(CC[C@@]5(CC[C@@]24C)C(=O)O6)(C)C)(C(=O)CC(=O)C3(C)C)C
• InChI: InChI=1S/C30H40O4/c1-25(2)12-14-30-15-13-27(5)17(22(30)23(25)34-24(30)33)8-9-19-28(27,6)11-10-18-26(3,4)20(31)16-21(32)29(18,19)7/h8-9,18-19,23H,10-16H2,1-7H3/t18-,19-,23+,27+,28+,29-,30-/m0/s1
• InChI Key: NNYQTGAHXKZEPT-YBVGXSOASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₄
• Molecular Weight: 464.60 g/mol
• Exact Mass: 464.29265975 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.99
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	-	0.5843	58.43%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7332	73.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9034	90.34%
P-glycoprotein inhibitior	+	0.6827	68.27%
P-glycoprotein substrate	-	0.7906	79.06%
CYP3A4 substrate	+	0.6369	63.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.7966	79.66%
CYP2C9 inhibition	-	0.8234	82.34%
CYP2C19 inhibition	-	0.8646	86.46%
CYP2D6 inhibition	-	0.9600	96.00%
CYP1A2 inhibition	-	0.5900	59.00%
CYP2C8 inhibition	-	0.5570	55.70%
CYP inhibitory promiscuity	-	0.9066	90.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5603	56.03%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9156	91.56%
Skin irritation	+	0.5379	53.79%
Skin corrosion	-	0.8716	87.16%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6853	68.53%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7163	71.63%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7323	73.23%
Acute Oral Toxicity (c)	III	0.5508	55.08%
Estrogen receptor binding	+	0.7637	76.37%
Androgen receptor binding	+	0.7221	72.21%
Thyroid receptor binding	+	0.7629	76.29%
Glucocorticoid receptor binding	+	0.8220	82.20%
Aromatase binding	+	0.7759	77.59%
PPAR gamma	+	0.7560	75.60%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.93%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.52%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.00%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.86%	100.00%
CHEMBL4302	P08183	P-glycoprotein 1	85.31%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.21%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.01%	94.00%
CHEMBL2581	P07339	Cathepsin D	82.19%	98.95%

Plants that contains it

• Myrica cerifera
• Myrica gale

Cross-Links

• PubChem: 101699415
• LOTUS: LTS0093648
• wikiData: Q105182390