Brevifoliol

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	4e7698cd-48f2-4d0b-8fbf-b09282947957
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name	[(2S,4R,5R,5aS,6S,8S,9aR,10aS)-5,6-diacetyloxy-2,8-dihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-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)C3CC2(CC1O)C(C)(C)O)O)OC(=O)C)C)OC(=O)C)OC(=O)C4=CC=CC=C4
SMILES (Isomeric)	CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3C[C@@]2(C[C@@H]1O)C(C)(C)O)O)OC(=O)C)C)OC(=O)C)OC(=O)C4=CC=CC=C4
InChI	InChI=1S/C31H40O9/c1-16-21-14-31(29(5,6)37)15-23(35)17(2)25(31)26(40-28(36)20-11-9-8-10-12-20)27(39-19(4)33)30(21,7)24(13-22(16)34)38-18(3)32/h8-12,21-24,26-27,34-35,37H,1,13-15H2,2-7H3/t21-,22+,23+,24+,26-,27+,30+,31+/m1/s1
InChI Key	VWGCDYGRSUJYGJ-GPOPEEISSA-N
Popularity	6 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₁H₄₀O₉
Molecular Weight	556.60 g/mol
Exact Mass	556.26723285 g/mol
Topological Polar Surface Area (TPSA)	140.00 Å²
XlogP	1.70
Atomic LogP (AlogP)	3.26
H-Bond Acceptor	9
H-Bond Donor	3
Rotatable Bonds	5

Synonyms

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2-Deacetoxytaxchinin A

134955-83-2

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

SCHEMBL43855

CHEMBL470498

DTXSID40928835

8,9-Bis(acetyloxy)-2,6-dihydroxy-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-5-methylidene-2,3,3a,4,4a,5,6,7,8,8a,9,10-dodecahydrobenzo[f]azulen-10-yl benzoate

Benz(f)azulene-2,6,8,9,10(3H)-pentol, 2,4,4a,5,6,7,8,8a,9,10-decahydro-3a-(1-hydroxy-1-methylethyl)-1,8a-dimethyl-5-methylene-,8,9-diacetate 10-benzoate, (2S,3aS,4aR,6S,8S,8aS,9R,10R)-

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	+	0.9926	99.26%
Caco-2	-	0.7541	75.41%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7635	76.35%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	-	0.2943	29.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8213	82.13%
P-glycoprotein inhibitior	+	0.7687	76.87%
P-glycoprotein substrate	-	0.5282	52.82%
CYP3A4 substrate	+	0.6837	68.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.7535	75.35%
CYP2C9 inhibition	-	0.7037	70.37%
CYP2C19 inhibition	-	0.6711	67.11%
CYP2D6 inhibition	-	0.9028	90.28%
CYP1A2 inhibition	-	0.7022	70.22%
CYP2C8 inhibition	+	0.7651	76.51%
CYP inhibitory promiscuity	-	0.8748	87.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6048	60.48%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.5593	55.93%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6937	69.37%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5229	52.29%
skin sensitisation	-	0.6874	68.74%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6508	65.08%
Acute Oral Toxicity (c)	I	0.3997	39.97%
Estrogen receptor binding	+	0.7212	72.12%
Androgen receptor binding	+	0.6812	68.12%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.6541	65.41%
Aromatase binding	+	0.6092	60.92%
PPAR gamma	+	0.6446	64.46%
Honey bee toxicity	-	0.6828	68.28%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.74%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.02%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.84%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.18%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.56%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.57%	81.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.74%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.58%	97.14%
CHEMBL5028	O14672	ADAM10	86.81%	97.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.30%	83.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.96%	85.31%
CHEMBL340	P08684	Cytochrome P450 3A4	84.84%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.46%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.52%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.79%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.42%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.19%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.68%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	80.44%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.40%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.10%	94.08%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.