(1R,3S,5R,12E,14S,15R)-14-hydroxy-5,9,13-trimethyl-18-methylidene-4,16-dioxatricyclo[13.3.0.03,5]octadeca-8,12-dien-17-one

Details

• Internal ID: 0702b80e-58c6-4f17-a9c5-308f22526a39
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,3S,5R,12E,14S,15R)-14-hydroxy-5,9,13-trimethyl-18-methylidene-4,16-dioxatricyclo[13.3.0.03,5]octadeca-8,12-dien-17-one
• InChI: InChI=1S/C20H28O4/c1-12-7-5-9-13(2)17(21)18-15(14(3)19(22)23-18)11-16-20(4,24-16)10-6-8-12/h8-9,15-18,21H,3,5-7,10-11H2,1-2,4H3/b12-8?,13-9+/t15-,16+,17+,18-,20-/m1/s1
• InChI Key: HVJGVUTXXJGUKC-ALCUUODTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9701	97.01%
Caco-2	+	0.6441	64.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6376	63.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.6725	67.25%
P-glycoprotein inhibitior	-	0.7360	73.60%
P-glycoprotein substrate	-	0.7736	77.36%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.7468	74.68%
CYP2C9 inhibition	-	0.8557	85.57%
CYP2C19 inhibition	-	0.8373	83.73%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	+	0.7815	78.15%
CYP2C8 inhibition	+	0.4852	48.52%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5214	52.14%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9246	92.46%
Skin irritation	+	0.5378	53.78%
Skin corrosion	-	0.9009	90.09%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6572	65.72%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5805	58.05%
skin sensitisation	-	0.7402	74.02%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6195	61.95%
Acute Oral Toxicity (c)	III	0.6049	60.49%
Estrogen receptor binding	+	0.5705	57.05%
Androgen receptor binding	+	0.6332	63.32%
Thyroid receptor binding	+	0.5718	57.18%
Glucocorticoid receptor binding	+	0.7989	79.89%
Aromatase binding	+	0.5604	56.04%
PPAR gamma	-	0.4851	48.51%
Honey bee toxicity	-	0.7428	74.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9817	98.17%

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	95.32%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.40%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.72%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.88%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.23%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.09%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.64%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.97%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.25%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.78%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162981165
• LOTUS: LTS0231273
• wikiData: Q105034295