[(1S,2S,4R,6S,7S,8S,9R,11S)-7-hydroxy-1,6-dimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-9-prop-1-en-2-yl-5,12-dioxatricyclo[9.1.0.04,6]dodecan-2-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 04973f69-f394-4f7f-8425-7e873936079a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1S,2S,4R,6S,7S,8S,9R,11S)-7-hydroxy-1,6-dimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-9-prop-1-en-2-yl-5,12-dioxatricyclo[9.1.0.04,6]dodecan-2-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C25H36O7/c1-9-14(5)22(27)29-17-12-19-25(8,32-19)21(26)20(30-23(28)15(6)10-2)16(13(3)4)11-18-24(17,7)31-18/h9-10,16-21,26H,3,11-12H2,1-2,4-8H3/b14-9-,15-10-/t16-,17+,18+,19-,20+,21+,24-,25-/m1/s1
• InChI Key: SULFOYIHULGSOK-VFQMLEBYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₇
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.24610348 g/mol
• Topological Polar Surface Area (TPSA): 97.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9484	94.84%
Caco-2	-	0.5793	57.93%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6177	61.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.8935	89.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8603	86.03%
P-glycoprotein inhibitior	+	0.6869	68.69%
P-glycoprotein substrate	-	0.7527	75.27%
CYP3A4 substrate	+	0.6269	62.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.7025	70.25%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.8414	84.14%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	-	0.7211	72.11%
CYP2C8 inhibition	-	0.7879	78.79%
CYP inhibitory promiscuity	-	0.9650	96.50%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5765	57.65%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.8822	88.22%
Skin irritation	-	0.5773	57.73%
Skin corrosion	-	0.9167	91.67%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3601	36.01%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6479	64.79%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5843	58.43%
Acute Oral Toxicity (c)	III	0.4282	42.82%
Estrogen receptor binding	+	0.7926	79.26%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5643	56.43%
Glucocorticoid receptor binding	+	0.7025	70.25%
Aromatase binding	+	0.7184	71.84%
PPAR gamma	+	0.5946	59.46%
Honey bee toxicity	-	0.5818	58.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9484	94.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.47%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.66%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.74%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.08%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.19%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.15%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.05%	86.33%

Plants that contains it

• Kleinia galpinii

Cross-Links

• PubChem: 163027025
• LOTUS: LTS0107591
• wikiData: Q105261048