(12R,14S,15R)-14-[(12R,14S,15S)-2,15-dihydroxy-12-methoxy-6-methyl-4,11-dioxo-5,13-dioxatetracyclo[8.5.0.03,8.012,14]pentadeca-1(10),2,6,8-tetraen-14-yl]-2,15-dihydroxy-12-methoxy-6-methyl-5,13-dioxatetracyclo[8.5.0.03,8.012,14]pentadeca-1(10),2,6,8-tetraene-4,11-dione

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	1790cb7e-c237-443c-96aa-ae55ecb5708f
Taxonomy	Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name	(12R,14S,15R)-14-[(12R,14S,15S)-2,15-dihydroxy-12-methoxy-6-methyl-4,11-dioxo-5,13-dioxatetracyclo[8.5.0.03,8.012,14]pentadeca-1(10),2,6,8-tetraen-14-yl]-2,15-dihydroxy-12-methoxy-6-methyl-5,13-dioxatetracyclo[8.5.0.03,8.012,14]pentadeca-1(10),2,6,8-tetraene-4,11-dione
SMILES (Canonical)	CC1=CC2=CC3=C(C(C4(C(C3=O)(O4)OC)C56C(C7=C(C=C8C=C(OC(=O)C8=C7O)C)C(=O)C5(O6)OC)O)O)C(=C2C(=O)O1)O
SMILES (Isomeric)	CC1=CC2=CC3=C([C@H]([C@@]4([C@](C3=O)(O4)OC)[C@@]56[C@H](C7=C(C=C8C=C(OC(=O)C8=C7O)C)C(=O)[C@@]5(O6)OC)O)O)C(=C2C(=O)O1)O
InChI	InChI=1S/C30H22O14/c1-9-5-11-7-13-17(19(31)15(11)25(37)41-9)23(35)27(29(39-3,43-27)21(13)33)28-24(36)18-14(22(34)30(28,40-4)44-28)8-12-6-10(2)42-26(38)16(12)20(18)32/h5-8,23-24,31-32,35-36H,1-4H3/t23-,24+,27-,28-,29-,30-/m0/s1
InChI Key	KJPAOKCLRDGPMI-MDMNRYFBSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₂₂O₁₄
Molecular Weight	606.50 g/mol
Exact Mass	606.10095537 g/mol
Topological Polar Surface Area (TPSA)	211.00 Å²
XlogP	0.80
Atomic LogP (AlogP)	1.31
H-Bond Acceptor	14
H-Bond Donor	4
Rotatable Bonds	3

Synonyms

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There are no found synonyms.

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	+	0.8580	85.80%
Caco-2	-	0.8213	82.13%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5843	58.43%
OATP2B1 inhibitior	-	0.5702	57.02%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.8777	87.77%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8196	81.96%
P-glycoprotein inhibitior	+	0.7413	74.13%
P-glycoprotein substrate	-	0.7344	73.44%
CYP3A4 substrate	+	0.6466	64.66%
CYP2C9 substrate	+	0.6156	61.56%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.6038	60.38%
CYP2C9 inhibition	-	0.9411	94.11%
CYP2C19 inhibition	-	0.8679	86.79%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.9455	94.55%
CYP2C8 inhibition	+	0.4703	47.03%
CYP inhibitory promiscuity	-	0.8083	80.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5054	50.54%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8770	87.70%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7307	73.07%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6560	65.60%
Acute Oral Toxicity (c)	III	0.4974	49.74%
Estrogen receptor binding	+	0.7906	79.06%
Androgen receptor binding	+	0.7698	76.98%
Thyroid receptor binding	+	0.6000	60.00%
Glucocorticoid receptor binding	+	0.7543	75.43%
Aromatase binding	+	0.6256	62.56%
PPAR gamma	+	0.6600	66.00%
Honey bee toxicity	-	0.7438	74.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9419	94.19%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.45%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.76%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.25%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.16%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.32%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.64%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.57%	85.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.29%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.17%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.03%	90.71%

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.

Aglaia forbesii

Cassia javanica

Dianthus caryophyllus