[(1S,2S,4R,6R,7S,8S,9R,11S)-7-acetyloxy-1,6-dimethyl-8-(3-methylbut-2-enoyloxy)-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: 9eca2554-0e40-4cd8-9e92-d7e1d971e181
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1S,2S,4R,6R,7S,8S,9R,11S)-7-acetyloxy-1,6-dimethyl-8-(3-methylbut-2-enoyloxy)-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/C27H38O8/c1-10-16(6)25(30)32-19-13-21-27(9,35-21)24(31-17(7)28)23(33-22(29)11-14(2)3)18(15(4)5)12-20-26(19,8)34-20/h10-11,18-21,23-24H,4,12-13H2,1-3,5-9H3/b16-10-/t18-,19+,20+,21-,23+,24+,26-,27-/m1/s1
• InChI Key: QWLSMSQXVXQQJI-KHMNXHPLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₈
• Molecular Weight: 490.60 g/mol
• Exact Mass: 490.25666817 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.6224	62.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6192	61.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.8892	88.92%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9625	96.25%
P-glycoprotein inhibitior	+	0.8444	84.44%
P-glycoprotein substrate	-	0.6211	62.11%
CYP3A4 substrate	+	0.6604	66.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8985	89.85%
CYP3A4 inhibition	-	0.7282	72.82%
CYP2C9 inhibition	-	0.8665	86.65%
CYP2C19 inhibition	-	0.7573	75.73%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.7195	71.95%
CYP2C8 inhibition	-	0.5835	58.35%
CYP inhibitory promiscuity	-	0.9435	94.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7843	78.43%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9677	96.77%
Eye irritation	-	0.8230	82.30%
Skin irritation	-	0.6259	62.59%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6655	66.55%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.5082	50.82%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5587	55.87%
Acute Oral Toxicity (c)	III	0.5456	54.56%
Estrogen receptor binding	+	0.8095	80.95%
Androgen receptor binding	+	0.6332	63.32%
Thyroid receptor binding	+	0.6151	61.51%
Glucocorticoid receptor binding	+	0.7581	75.81%
Aromatase binding	+	0.7104	71.04%
PPAR gamma	+	0.6857	68.57%
Honey bee toxicity	+	0.5877	58.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9724	97.24%

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	98.21%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	94.18%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.28%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.59%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.49%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.23%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.28%	92.94%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.65%	82.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.90%	93.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.77%	97.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.35%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.03%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.18%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.02%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	82.01%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.81%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.09%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.09%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.34%	100.00%

Plants that contains it

• Kleinia galpinii

Cross-Links

• PubChem: 163002944
• LOTUS: LTS0121875
• wikiData: Q105229261