(2R,4R,7R,8S,15S)-11-methyl-7-(4-methylpent-3-enyl)-3,5-dioxatricyclo[6.6.1.04,15]pentadeca-1(14),11-dien-2-ol

Details

• Internal ID: 1cc095d6-eb45-4bbd-9613-70a8138d00f3
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (2R,4R,7R,8S,15S)-11-methyl-7-(4-methylpent-3-enyl)-3,5-dioxatricyclo[6.6.1.04,15]pentadeca-1(14),11-dien-2-ol
• InChI: InChI=1S/C20H30O3/c1-13(2)6-4-8-15-12-22-20-18-16(15)11-10-14(3)7-5-9-17(18)19(21)23-20/h6-7,9,15-16,18-21H,4-5,8,10-12H2,1-3H3/t15-,16-,18-,19+,20+/m0/s1
• InChI Key: VXBAUFFBFVAKFK-FLFBIERCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 3
• 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	+	0.9834	98.34%
Caco-2	+	0.8546	85.46%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6528	65.28%
P-glycoprotein inhibitior	-	0.6872	68.72%
P-glycoprotein substrate	-	0.6891	68.91%
CYP3A4 substrate	+	0.5744	57.44%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7881	78.81%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	-	0.6757	67.57%
CYP2C19 inhibition	-	0.7447	74.47%
CYP2D6 inhibition	-	0.7945	79.45%
CYP1A2 inhibition	+	0.5091	50.91%
CYP2C8 inhibition	-	0.6709	67.09%
CYP inhibitory promiscuity	-	0.8264	82.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6297	62.97%
Eye corrosion	-	0.9539	95.39%
Eye irritation	-	0.9792	97.92%
Skin irritation	-	0.6620	66.20%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3905	39.05%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5075	50.75%
skin sensitisation	-	0.6904	69.04%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6602	66.02%
Acute Oral Toxicity (c)	III	0.6686	66.86%
Estrogen receptor binding	-	0.6324	63.24%
Androgen receptor binding	+	0.6162	61.62%
Thyroid receptor binding	+	0.5361	53.61%
Glucocorticoid receptor binding	+	0.5767	57.67%
Aromatase binding	-	0.8078	80.78%
PPAR gamma	+	0.6074	60.74%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9810	98.10%

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	96.42%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.24%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	89.34%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.26%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.66%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.36%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.06%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.86%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.47%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.03%	92.94%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.91%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.02%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163186997
• LOTUS: LTS0182998
• wikiData: Q105298395