[(2S,4R,5R,5aS,6S,8S,9aR,10S,10aS)-5,6,10-triacetyloxy-8-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2-[(E)-3-phenylprop-2-enoyl]oxy-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-4-yl] benzoate

Details

• Internal ID: 5a4f4de3-b60c-477d-be55-4b6db42fc708
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2S,4R,5R,5aS,6S,8S,9aR,10S,10aS)-5,6,10-triacetyloxy-8-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2-[(E)-3-phenylprop-2-enoyl]oxy-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-4-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C(=C)C3C(C2(CC1OC(=O)C=CC4=CC=CC=C4)C(C)(C)O)OC(=O)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3[C@@H]([C@@]2(C[C@@H]1OC(=O)/C=C/C4=CC=CC=C4)C(C)(C)O)OC(=O)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C42H48O12/c1-23-30(46)21-32(50-25(3)43)41(8)35(23)37(51-26(4)44)42(40(6,7)49)22-31(53-33(47)20-19-28-15-11-9-12-16-28)24(2)34(42)36(38(41)52-27(5)45)54-39(48)29-17-13-10-14-18-29/h9-20,30-32,35-38,46,49H,1,21-22H2,2-8H3/b20-19+/t30-,31-,32-,35-,36+,37-,38-,41+,42-/m0/s1
• InChI Key: GYHMHLLTYRDKBW-VUUOGKCUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₈O₁₂
• Molecular Weight: 744.80 g/mol
• Exact Mass: 744.31457696 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 5.07
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	-	0.8400	84.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7302	73.02%
OATP2B1 inhibitior	-	0.5804	58.04%
OATP1B1 inhibitior	+	0.8434	84.34%
OATP1B3 inhibitior	+	0.7975	79.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9733	97.33%
P-glycoprotein inhibitior	+	0.8534	85.34%
P-glycoprotein substrate	+	0.5851	58.51%
CYP3A4 substrate	+	0.7119	71.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8907	89.07%
CYP3A4 inhibition	-	0.6628	66.28%
CYP2C9 inhibition	-	0.7164	71.64%
CYP2C19 inhibition	-	0.7635	76.35%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.7668	76.68%
CYP2C8 inhibition	+	0.8777	87.77%
CYP inhibitory promiscuity	-	0.8746	87.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5657	56.57%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.6455	64.55%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7867	78.67%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5436	54.36%
skin sensitisation	-	0.6103	61.03%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7158	71.58%
Acute Oral Toxicity (c)	III	0.3834	38.34%
Estrogen receptor binding	+	0.7901	79.01%
Androgen receptor binding	+	0.7529	75.29%
Thyroid receptor binding	+	0.6317	63.17%
Glucocorticoid receptor binding	+	0.7634	76.34%
Aromatase binding	+	0.6095	60.95%
PPAR gamma	+	0.7767	77.67%
Honey bee toxicity	-	0.6414	64.14%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.70%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.82%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	97.84%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.90%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.25%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.25%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.46%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.40%	85.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.16%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.11%	96.95%
CHEMBL5028	O14672	ADAM10	87.87%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.61%	94.62%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.34%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.21%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.98%	97.21%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.53%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.33%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.08%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.55%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.08%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.03%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.99%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.74%	91.07%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.36%	94.08%

Plants that contains it

• Equisetum hyemale

Cross-Links

• PubChem: 10462754
• NPASS: NPC92098