dimethyl (3S,4R,5R,8S,11R,13R,14S,17R,24R,29R,32S,33R,35R,38S,41R,42R)-20,21-dihydroxy-5,8,11,14,17,22,29,32,35,38,41,46-dodecamethyl-2,25-dioxaundecacyclo[24.20.0.03,24.04,17.05,14.08,13.018,23.028,45.029,42.032,41.033,38]hexatetraconta-1(26),18,20,22,27,43,45-heptaene-11,35-dicarboxylate

Details

• Internal ID: 82938701-cede-4ed9-815a-5295b36f996e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: dimethyl (3S,4R,5R,8S,11R,13R,14S,17R,24R,29R,32S,33R,35R,38S,41R,42R)-20,21-dihydroxy-5,8,11,14,17,22,29,32,35,38,41,46-dodecamethyl-2,25-dioxaundecacyclo[24.20.0.03,24.04,17.05,14.08,13.018,23.028,45.029,42.032,41.033,38]hexatetraconta-1(26),18,20,22,27,43,45-heptaene-11,35-dicarboxylate
• SMILES (Canonical): CC1=C2C=CC3C(C2=CC4=C1OC5C(O4)C6=C(C(=C(C=C6C7(C5C8(CCC9(CCC(CC9C8(CC7)C)(C)C(=O)OC)C)C)C)O)O)C)(CCC1(C3(CCC2(C1CC(CC2)(C)C(=O)OC)C)C)C)C
• SMILES (Isomeric): CC1=C2C=C[C@H]3[C@](C2=CC4=C1O[C@@H]5[C@H](O4)C6=C(C(=C(C=C6[C@]7([C@H]5[C@]8(CC[C@]9(CC[C@@](C[C@H]9[C@@]8(CC7)C)(C)C(=O)OC)C)C)C)O)O)C)(CC[C@@]1([C@@]3(CC[C@@]2([C@H]1C[C@](CC2)(C)C(=O)OC)C)C)C)C
• InChI: InChI=1S/C60H82O8/c1-33-35-15-16-40-55(7,23-27-58(10)41-31-53(5,49(63)65-13)19-17-51(41,3)21-25-57(40,58)9)36(35)30-39-45(33)68-47-46(67-39)43-34(2)44(62)38(61)29-37(43)56(8)24-28-59(11)42-32-54(6,50(64)66-14)20-18-52(42,4)22-26-60(59,12)48(47)56/h15-16,29-30,40-42,46-48,61-62H,17-28,31-32H2,1-14H3/t40-,41+,42+,46+,47+,48-,51+,52+,53+,54+,55-,56-,57+,58-,59-,60+/m0/s1
• InChI Key: KGXQHWCOFWMMPG-HAJUMQQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₂O₈
• Molecular Weight: 931.30 g/mol
• Exact Mass: 930.60096957 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 15.40
• Atomic LogP (AlogP): 13.56
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8954	89.54%
Caco-2	-	0.8412	84.12%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7660	76.60%
OATP2B1 inhibitior	-	0.8693	86.93%
OATP1B1 inhibitior	+	0.8569	85.69%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9828	98.28%
P-glycoprotein inhibitior	+	0.7754	77.54%
P-glycoprotein substrate	+	0.6140	61.40%
CYP3A4 substrate	+	0.7153	71.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7785	77.85%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9336	93.36%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.6168	61.68%
CYP2C8 inhibition	+	0.7881	78.81%
CYP inhibitory promiscuity	-	0.9472	94.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.7268	72.68%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6676	66.76%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6756	67.56%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8024	80.24%
Acute Oral Toxicity (c)	III	0.4848	48.48%
Estrogen receptor binding	+	0.7809	78.09%
Androgen receptor binding	+	0.7740	77.40%
Thyroid receptor binding	+	0.6526	65.26%
Glucocorticoid receptor binding	+	0.7995	79.95%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.8077	80.77%
Honey bee toxicity	-	0.7157	71.57%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.69%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.03%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.89%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.23%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.12%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.87%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.47%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.77%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.32%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.47%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.05%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.08%	94.80%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.76%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.12%	99.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.12%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.06%	96.38%
CHEMBL3401	O75469	Pregnane X receptor	81.83%	94.73%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.81%	91.79%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.58%	82.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.04%	92.62%
CHEMBL233	P35372	Mu opioid receptor	80.04%	97.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163057895
• LOTUS: LTS0062861
• wikiData: Q105141032