9-Deacetyl-9-benzoyl-10-debenzoyltaxchinin A

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	8108aa33-1150-41a2-af73-4e24d2a31f31
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name	[(2S,4R,5R,5aS,6S,8S,9aR,10S,10aS)-6,10-diacetyloxy-2,4,8-trihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-5-yl] benzoate
SMILES (Canonical)	CC1=C2C(C(C3(C(CC(C(=C)C3C(C2(CC1O)C(C)(C)O)OC(=O)C)O)OC(=O)C)C)OC(=O)C4=CC=CC=C4)O
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]1O)C(C)(C)O)OC(=O)C)O)OC(=O)C)C)OC(=O)C4=CC=CC=C4)O
InChI	InChI=1S/C31H40O10/c1-15-20(34)13-22(39-17(3)32)30(7)24(15)26(40-18(4)33)31(29(5,6)38)14-21(35)16(2)23(31)25(36)27(30)41-28(37)19-11-9-8-10-12-19/h8-12,20-22,24-27,34-36,38H,1,13-14H2,2-7H3/t20-,21-,22-,24-,25+,26-,27-,30+,31-/m0/s1
InChI Key	ZJRNRUMUBVLZKF-SRXXEXFGSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₁H₄₀O₁₀
Molecular Weight	572.60 g/mol
Exact Mass	572.26214747 g/mol
Topological Polar Surface Area (TPSA)	160.00 Å²
XlogP	0.70
Atomic LogP (AlogP)	2.23
H-Bond Acceptor	10
H-Bond Donor	4
Rotatable Bonds	5

Synonyms

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9-Deacetyl-9-benzoyl-10-debenzoyltaxchinin A

[(2S,4R,5R,5aS,6S,8S,9aR,10S,10aS)-6,10-diacetyloxy-2,4,8-trihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-5-yl] benzoate

ZJRNRUMUBVLZKF-SRXXEXFGSA-N

AKOS040761289

(2S)-1,8aalpha-Dimethyl-3aalpha-(1-hydroxy-1-methylethyl)-5-methylene-2,3,3a,4,4abeta,5,6,7,8,8a,9,10-dodecahydrobenzo[f]azulene-2beta,4beta,6beta,8alpha,9beta,10alpha-hexol 4,8-diacetate 9-benzoate

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.7834	78.34%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7277	72.77%
OATP2B1 inhibitior	-	0.7115	71.15%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	-	0.2262	22.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7158	71.58%
P-glycoprotein inhibitior	+	0.7292	72.92%
P-glycoprotein substrate	+	0.5094	50.94%
CYP3A4 substrate	+	0.6768	67.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.6813	68.13%
CYP2C9 inhibition	-	0.6953	69.53%
CYP2C19 inhibition	-	0.7042	70.42%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	-	0.7128	71.28%
CYP2C8 inhibition	+	0.7494	74.94%
CYP inhibitory promiscuity	-	0.8283	82.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.5742	57.42%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4173	41.73%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.6545	65.45%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5278	52.78%
Acute Oral Toxicity (c)	III	0.3759	37.59%
Estrogen receptor binding	+	0.7387	73.87%
Androgen receptor binding	+	0.6928	69.28%
Thyroid receptor binding	+	0.5188	51.88%
Glucocorticoid receptor binding	+	0.6765	67.65%
Aromatase binding	+	0.6357	63.57%
PPAR gamma	+	0.6688	66.88%
Honey bee toxicity	-	0.7006	70.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.10%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.67%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.81%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.75%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.99%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.65%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	85.59%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.13%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.67%	96.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.42%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.36%	99.23%
CHEMBL5028	O14672	ADAM10	84.35%	97.50%
CHEMBL2535	P11166	Glucose transporter	84.05%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.35%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.11%	82.69%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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