(2S,3R)-3-[[(1S,4aR,5R,8aS)-5-[[(2S,3R)-3-[[(1S,4aR,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-4-methoxy-2-(2-methoxy-2-oxoethyl)-4-oxobutanoyl]oxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-4-methoxy-2-(2-methoxy-2-oxoethyl)-4-oxobutanoic acid

Details

• Internal ID: 2f487f2e-76c2-47a9-b4d1-44ca0c68a181
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: (2S,3R)-3-[[(1S,4aR,5R,8aS)-5-[[(2S,3R)-3-[[(1S,4aR,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-4-methoxy-2-(2-methoxy-2-oxoethyl)-4-oxobutanoyl]oxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methoxy]-4-methoxy-2-(2-methoxy-2-oxoethyl)-4-oxobutanoic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2COC(C(CC(=O)OC)C(=O)OCC3(CCCC4(C3CCC(=C)C4COC(C(CC(=O)OC)C(=O)O)C(=O)OC)C)C)C(=O)OC)C)CO
• SMILES (Isomeric): C[C@]1(CCC[C@]2([C@H]1CCC(=C)[C@@H]2CO[C@H]([C@H](CC(=O)OC)C(=O)OC[C@@]3(CCC[C@]4([C@H]3CCC(=C)[C@@H]4CO[C@H]([C@H](CC(=O)OC)C(=O)O)C(=O)OC)C)C)C(=O)OC)C)CO
• InChI: InChI=1S/C46H70O15/c1-27-13-15-33-43(3,25-47)17-11-19-45(33,5)31(27)24-60-38(42(54)58-10)30(22-36(49)56-8)40(52)61-26-44(4)18-12-20-46(6)32(28(2)14-16-34(44)46)23-59-37(41(53)57-9)29(39(50)51)21-35(48)55-7/h29-34,37-38,47H,1-2,11-26H2,3-10H3,(H,50,51)/t29-,30-,31-,32-,33-,34-,37+,38+,43-,44-,45+,46+/m0/s1
• InChI Key: KMFJVVCNHDWTQD-GPRNLTOWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₀O₁₅
• Molecular Weight: 863.00 g/mol
• Exact Mass: 862.47147152 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.64
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9369	93.69%
Caco-2	-	0.8528	85.28%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8123	81.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8302	83.02%
OATP1B3 inhibitior	+	0.8435	84.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6864	68.64%
BSEP inhibitior	+	0.9564	95.64%
P-glycoprotein inhibitior	+	0.7700	77.00%
P-glycoprotein substrate	-	0.6244	62.44%
CYP3A4 substrate	+	0.6933	69.33%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.6252	62.52%
CYP2C9 inhibition	-	0.8224	82.24%
CYP2C19 inhibition	-	0.8029	80.29%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.8100	81.00%
CYP2C8 inhibition	+	0.6251	62.51%
CYP inhibitory promiscuity	-	0.8511	85.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8820	88.20%
Carcinogenicity (trinary)	Non-required	0.6726	67.26%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.7129	71.29%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.7319	73.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.4386	43.86%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6893	68.93%
skin sensitisation	-	0.8511	85.11%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7762	77.62%
Acute Oral Toxicity (c)	III	0.5645	56.45%
Estrogen receptor binding	+	0.8074	80.74%
Androgen receptor binding	+	0.7792	77.92%
Thyroid receptor binding	-	0.5115	51.15%
Glucocorticoid receptor binding	+	0.7170	71.70%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.7496	74.96%
Honey bee toxicity	-	0.8163	81.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.70%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.24%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.21%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.52%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	90.63%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.91%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.40%	95.50%
CHEMBL5028	O14672	ADAM10	88.18%	97.50%
CHEMBL233	P35372	Mu opioid receptor	85.90%	97.93%
CHEMBL5255	O00206	Toll-like receptor 4	85.83%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.94%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.18%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.76%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.02%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.55%	95.50%
CHEMBL299	P17252	Protein kinase C alpha	82.47%	98.03%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.03%	97.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.63%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.48%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.03%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.72%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132556684
• LOTUS: LTS0057637
• wikiData: Q105142956