[3,5,6,7,8-Pentahydroxy-2,2-dimethyl-7-(3-methylbut-3-en-1-ynyl)-3,4,5,6,8,8a-hexahydrochromen-4a-yl] acetate

Details

• Internal ID: d45cb541-951e-4fea-a85e-7fda7d9acf3d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: [3,5,6,7,8-pentahydroxy-2,2-dimethyl-7-(3-methylbut-3-en-1-ynyl)-3,4,5,6,8,8a-hexahydrochromen-4a-yl] acetate
• SMILES (Canonical): CC(=C)C#CC1(C(C(C2(CC(C(OC2C1O)(C)C)O)OC(=O)C)O)O)O
• SMILES (Isomeric): CC(=C)C#CC1(C(C(C2(CC(C(OC2C1O)(C)C)O)OC(=O)C)O)O)O
• InChI: InChI=1S/C18H26O8/c1-9(2)6-7-17(24)12(21)13(22)18(25-10(3)19)8-11(20)16(4,5)26-15(18)14(17)23/h11-15,20-24H,1,8H2,2-5H3
• InChI Key: LBFSPVGODSZUPR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₈
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.16276778 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8675	86.75%
Caco-2	-	0.7542	75.42%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5853	58.53%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8308	83.08%
P-glycoprotein inhibitior	-	0.7915	79.15%
P-glycoprotein substrate	-	0.6661	66.61%
CYP3A4 substrate	+	0.6290	62.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8620	86.20%
CYP3A4 inhibition	-	0.5819	58.19%
CYP2C9 inhibition	-	0.8573	85.73%
CYP2C19 inhibition	-	0.7819	78.19%
CYP2D6 inhibition	-	0.8878	88.78%
CYP1A2 inhibition	-	0.8155	81.55%
CYP2C8 inhibition	-	0.6689	66.89%
CYP inhibitory promiscuity	-	0.8666	86.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6026	60.26%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9621	96.21%
Skin irritation	-	0.6190	61.90%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.6632	66.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.6113	61.13%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.7201	72.01%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8377	83.77%
Acute Oral Toxicity (c)	III	0.5977	59.77%
Estrogen receptor binding	+	0.7377	73.77%
Androgen receptor binding	+	0.6486	64.86%
Thyroid receptor binding	+	0.7035	70.35%
Glucocorticoid receptor binding	+	0.6627	66.27%
Aromatase binding	+	0.6916	69.16%
PPAR gamma	+	0.5770	57.70%
Honey bee toxicity	-	0.7602	76.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5974	59.74%
Fish aquatic toxicity	+	0.9555	95.55%

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	96.01%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.25%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.09%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.95%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.76%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.12%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.80%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.38%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163063822
• LOTUS: LTS0036852
• wikiData: Q104170785