Isovouacapenol C

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	b99c813d-3a75-47de-819d-b5d5cf7c49e4
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name	[(4aR,5R,6R,6aS,7R,11aS,11bR)-4a,6-dihydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5-yl] benzoate
SMILES (Canonical)	CC1C2C(CC3=C1C=CO3)C4(CCCC(C4(C(C2O)OC(=O)C5=CC=CC=C5)O)(C)C)C
SMILES (Isomeric)	C[C@@H]1[C@H]2[C@H](CC3=C1C=CO3)[C@]4(CCCC([C@@]4([C@@H]([C@@H]2O)OC(=O)C5=CC=CC=C5)O)(C)C)C
InChI	InChI=1S/C27H34O5/c1-16-18-11-14-31-20(18)15-19-21(16)22(28)23(32-24(29)17-9-6-5-7-10-17)27(30)25(2,3)12-8-13-26(19,27)4/h5-7,9-11,14,16,19,21-23,28,30H,8,12-13,15H2,1-4H3/t16-,19-,21-,22+,23+,26+,27+/m0/s1
InChI Key	YMUSGWGTHSRGHT-WVTZLOSNSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₃₄O₅
Molecular Weight	438.60 g/mol
Exact Mass	438.24062418 g/mol
Topological Polar Surface Area (TPSA)	79.90 Å²
XlogP	5.00
Atomic LogP (AlogP)	4.72
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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455255-15-9

[(4aR,5R,6R,6aS,7R,11aS,11bR)-4a,6-dihydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5-yl] benzoate

CHEMBL522805

AKOS040761916

Phenanthro[3,2-b]furan-4a,5,6(2H)-triol, 1,3,4,5,6,6a,7,11,11a,11b-decahydro-4,4,7,11b-tetramethyl-, 5-benzoate, (4aR,5R,6R,6aS,7R,11aS,11bR)-

(8beta,10beta,14alpha)-6beta-(Benzoyloxy)-12,16-epoxycassa-12,15-diene-5alpha,7beta-diol

(4aR,5R,6R,6aS,7R,11aS,11bR)- 4a,6-dihydroxy-4,4,7,11b-tetramethyl-1,2,3,4,4a,5,6,6a,7,11,11a,11b- dodecahydrophenanthro[3,2-b]furan-5-yl benzoate

[(4aR,5R,6R,6aS,7R,11aS,11bR)-4a,6-dihydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f]benzofuran-5-yl] 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	+	0.9583	95.83%
Caco-2	+	0.5642	56.42%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8538	85.38%
OATP1B3 inhibitior	+	0.8503	85.03%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.5560	55.60%
P-glycoprotein inhibitior	+	0.5895	58.95%
P-glycoprotein substrate	-	0.6505	65.05%
CYP3A4 substrate	+	0.6911	69.11%
CYP2C9 substrate	-	0.8133	81.33%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	-	0.6090	60.90%
CYP2C9 inhibition	-	0.6503	65.03%
CYP2C19 inhibition	-	0.6649	66.49%
CYP2D6 inhibition	-	0.9242	92.42%
CYP1A2 inhibition	+	0.5792	57.92%
CYP2C8 inhibition	+	0.6968	69.68%
CYP inhibitory promiscuity	-	0.7965	79.65%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6172	61.72%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9540	95.40%
Skin irritation	-	0.6651	66.51%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8081	80.81%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5322	53.22%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7302	73.02%
Acute Oral Toxicity (c)	III	0.4609	46.09%
Estrogen receptor binding	+	0.6481	64.81%
Androgen receptor binding	+	0.7056	70.56%
Thyroid receptor binding	+	0.5842	58.42%
Glucocorticoid receptor binding	+	0.7537	75.37%
Aromatase binding	+	0.7269	72.69%
PPAR gamma	+	0.5602	56.02%
Honey bee toxicity	-	0.8380	83.80%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9967	99.67%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.16%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.61%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.81%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.31%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.99%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.87%	85.14%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.85%	87.67%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.05%	83.00%
CHEMBL4208	P20618	Proteasome component C5	87.99%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.17%	97.25%
CHEMBL4267	P37173	TGF-beta receptor type II	86.75%	88.18%
CHEMBL1951	P21397	Monoamine oxidase A	86.27%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.94%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.41%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.43%	97.09%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.08%	92.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.29%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.08%	93.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.91%	81.11%
CHEMBL2535	P11166	Glucose transporter	81.70%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	81.30%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	81.12%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.13%	100.00%

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.

Aeschynanthus pulcher

Betula papyrifera

Boronia alata

Caesalpinia pulcherrima

Cinnamomum philippinense

Coronilla cretica

Cryptochilus siamensis

Gymnosporia emarginata