(1R,2R,4R,10S,11R,12S,14S)-4-(furan-3-yl)-11-hydroxy-11-(1-methoxyethenyl)-2,10-dimethyl-5,13-dioxatetracyclo[8.5.0.02,7.012,14]pentadec-7-en-6-one

Details

• Internal ID: 6be2d2fb-70cd-4cb7-b2d5-2201f877a657
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,2R,4R,10S,11R,12S,14S)-4-(furan-3-yl)-11-hydroxy-11-(1-methoxyethenyl)-2,10-dimethyl-5,13-dioxatetracyclo[8.5.0.02,7.012,14]pentadec-7-en-6-one
• InChI: InChI=1S/C22H26O6/c1-12(25-4)22(24)18-15(27-18)9-17-20(2)10-16(13-6-8-26-11-13)28-19(23)14(20)5-7-21(17,22)3/h5-6,8,11,15-18,24H,1,7,9-10H2,2-4H3/t15-,16+,17+,18-,20-,21-,22-/m0/s1
• InChI Key: LKDBMCQRUCJSIR-WGDCLDDCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 81.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	-	0.5124	51.24%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6618	66.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7866	78.66%
OATP1B3 inhibitior	-	0.2379	23.79%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5833	58.33%
P-glycoprotein substrate	-	0.5811	58.11%
CYP3A4 substrate	+	0.6836	68.36%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	+	0.8176	81.76%
CYP2C9 inhibition	-	0.7462	74.62%
CYP2C19 inhibition	-	0.6708	67.08%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.7171	71.71%
CYP2C8 inhibition	+	0.6216	62.16%
CYP inhibitory promiscuity	-	0.7775	77.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5307	53.07%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9421	94.21%
Skin irritation	-	0.6620	66.20%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7237	72.37%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8169	81.69%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7919	79.19%
Acute Oral Toxicity (c)	I	0.3918	39.18%
Estrogen receptor binding	+	0.8407	84.07%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	+	0.7126	71.26%
Glucocorticoid receptor binding	+	0.8132	81.32%
Aromatase binding	+	0.7483	74.83%
PPAR gamma	+	0.5590	55.90%
Honey bee toxicity	-	0.7816	78.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	97.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.71%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.53%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.86%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.75%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.98%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.06%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.23%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	84.77%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.77%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.15%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.84%	90.17%

Plants that contains it

• Arcangelisia flava

Cross-Links

• PubChem: 162923295
• LOTUS: LTS0268071
• wikiData: Q105176885