[(3S,4R,5S,6R)-4,5-diacetyloxy-6-[[(4S,5R,6R,7S,10S)-4,10-dimethyl-7-propan-2-yl-4-tricyclo[4.4.0.01,5]decanyl]oxy]oxan-3-yl] acetate

Details

• Internal ID: c0497e61-3d21-4735-8cfe-f1775091a3b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3S,4R,5S,6R)-4,5-diacetyloxy-6-[[(4S,5R,6R,7S,10S)-4,10-dimethyl-7-propan-2-yl-4-tricyclo[4.4.0.01,5]decanyl]oxy]oxan-3-yl] acetate
• SMILES (Canonical): CC1CCC(C2C13C2C(CC3)(C)OC4C(C(C(CO4)OC(=O)C)OC(=O)C)OC(=O)C)C(C)C
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@H]2C13[C@@H]2[C@@](CC3)(C)O[C@@H]4[C@H]([C@@H]([C@H](CO4)OC(=O)C)OC(=O)C)OC(=O)C)C(C)C
• InChI: InChI=1S/C26H40O8/c1-13(2)18-9-8-14(3)26-11-10-25(7,23(26)20(18)26)34-24-22(33-17(6)29)21(32-16(5)28)19(12-30-24)31-15(4)27/h13-14,18-24H,8-12H2,1-7H3/t14-,18-,19-,20+,21+,22-,23-,24+,25-,26?/m0/s1
• InChI Key: MIHJCMUFHPSQQC-SWUNALGFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₈
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.27231823 g/mol
• Topological Polar Surface Area (TPSA): 97.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.64
• 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	+	0.9646	96.46%
Caco-2	-	0.7134	71.34%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7483	74.83%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7521	75.21%
P-glycoprotein inhibitior	+	0.7039	70.39%
P-glycoprotein substrate	-	0.6225	62.25%
CYP3A4 substrate	+	0.6794	67.94%
CYP2C9 substrate	-	0.8146	81.46%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.9030	90.30%
CYP2C9 inhibition	-	0.7683	76.83%
CYP2C19 inhibition	-	0.7957	79.57%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.7417	74.17%
CYP2C8 inhibition	-	0.7919	79.19%
CYP inhibitory promiscuity	-	0.9439	94.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.8806	88.06%
Skin irritation	-	0.7183	71.83%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6312	63.12%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6808	68.08%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6390	63.90%
Acute Oral Toxicity (c)	III	0.4224	42.24%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	+	0.6097	60.97%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	+	0.6056	60.56%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.7082	70.82%
Honey bee toxicity	-	0.6137	61.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9740	97.40%

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	92.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.51%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.43%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.38%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.19%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.69%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.93%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.17%	98.75%
CHEMBL3837	P07711	Cathepsin L	86.93%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.60%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.46%	96.47%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.34%	89.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.93%	95.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.82%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.17%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.79%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.36%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.35%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.49%	92.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.24%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.17%	99.23%
CHEMBL204	P00734	Thrombin	81.07%	96.01%
CHEMBL5028	O14672	ADAM10	80.91%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.34%	97.14%

Plants that contains it

• Iphiona scabra

Cross-Links

• PubChem: 162816901
• LOTUS: LTS0193223
• wikiData: Q105164730