4-[(7R,8S)-8-(hydroxymethyl)-4-methoxy-16,16,19-trimethyl-6,17-dioxa-11-azapentacyclo[10.8.0.02,10.05,9.013,18]icosa-1(12),2,4,9,13(18),14,19-heptaen-7-yl]-2,6-dimethoxyphenol

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	b8e09e92-1236-4ae2-b55b-c58cb3f6a60d
Taxonomy	Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name	4-[(7R,8S)-8-(hydroxymethyl)-4-methoxy-16,16,19-trimethyl-6,17-dioxa-11-azapentacyclo[10.8.0.02,10.05,9.013,18]icosa-1(12),2,4,9,13(18),14,19-heptaen-7-yl]-2,6-dimethoxyphenol
SMILES (Canonical)	CC1=CC2=C(C3=C1OC(C=C3)(C)C)NC4=C5C(C(OC5=C(C=C24)OC)C6=CC(=C(C(=C6)OC)O)OC)CO
SMILES (Isomeric)	CC1=CC2=C(C3=C1OC(C=C3)(C)C)NC4=C5[C@H]([C@@H](OC5=C(C=C24)OC)C6=CC(=C(C(=C6)OC)O)OC)CO
InChI	InChI=1S/C30H31NO7/c1-14-9-17-18-12-22(36-6)29-23(25(18)31-24(17)16-7-8-30(2,3)38-27(14)16)19(13-32)28(37-29)15-10-20(34-4)26(33)21(11-15)35-5/h7-12,19,28,31-33H,13H2,1-6H3/t19-,28+/m1/s1
InChI Key	XEHPAUJBOXMPQU-GDJIYFAZSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₃₁NO₇
Molecular Weight	517.60 g/mol
Exact Mass	517.21005233 g/mol
Topological Polar Surface Area (TPSA)	102.00 Å²
XlogP	4.90
Atomic LogP (AlogP)	5.75
H-Bond Acceptor	7
H-Bond Donor	3
Rotatable Bonds	5

Synonyms

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4-(1-Hydroxymethyl-4-methoxy-7,9,9-trimethyl-1,2,9,12-tetrahydro-3,8-dioxa-12-aza-benzo[a]cyclopenta[i]fluoren-2-yl)-2,6-dimethoxy-phenol

furo[3,2-a]pyrano[2,3-i]carbazole-1-methanol, 1,2,9,12-tetrahydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-methoxy-7,9,9-trimethyl-, (1S,2R)-

InChI=1/C30H31NO7/c1-14-9-17-18-12-22(36-6)29-23(25(18)31-24(17)16-7-8-30(2,3)38-27(14)16)19(13-32)28(37-29)15-10-20(34-4)26(33)21(11-15)35-5/h7-12,19,28,31-33H,13H2,1-6H3/t19-,28+/m1/s

rel-4-[(1R,2S)-1-(hydroxymethyl)-4-methoxy-7,9,9-trimethyl-1,2,9,12-tetrahydrofuro[3,2-a]pyrano[2,3-i]carbazol-2-yl]-2,6-dimethoxyphenol

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	+	0.9494	94.94%
Caco-2	-	0.7264	72.64%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6210	62.10%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8110	81.10%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9698	96.98%
P-glycoprotein inhibitior	+	0.8751	87.51%
P-glycoprotein substrate	+	0.6389	63.89%
CYP3A4 substrate	+	0.6573	65.73%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.7397	73.97%
CYP3A4 inhibition	+	0.7717	77.17%
CYP2C9 inhibition	+	0.5984	59.84%
CYP2C19 inhibition	+	0.7070	70.70%
CYP2D6 inhibition	-	0.6836	68.36%
CYP1A2 inhibition	+	0.6615	66.15%
CYP2C8 inhibition	+	0.7739	77.39%
CYP inhibitory promiscuity	+	0.9426	94.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4555	45.55%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8595	85.95%
Skin irritation	-	0.8286	82.86%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3888	38.88%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6551	65.51%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8686	86.86%
Acute Oral Toxicity (c)	III	0.5413	54.13%
Estrogen receptor binding	+	0.8915	89.15%
Androgen receptor binding	+	0.7121	71.21%
Thyroid receptor binding	+	0.7645	76.45%
Glucocorticoid receptor binding	+	0.7833	78.33%
Aromatase binding	+	0.6752	67.52%
PPAR gamma	+	0.7382	73.82%
Honey bee toxicity	-	0.7877	78.77%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7042	70.42%

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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.26%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.53%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	92.35%	89.63%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.55%	86.92%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.19%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.57%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.74%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.43%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.35%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.32%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.34%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.45%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.45%	89.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	85.97%	85.49%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.74%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.62%	92.94%
CHEMBL2535	P11166	Glucose transporter	84.55%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.48%	89.44%
CHEMBL2581	P07339	Cathepsin D	83.73%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.34%	97.28%
CHEMBL3401	O75469	Pregnane X receptor	81.34%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.90%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.48%	94.75%

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.

Clausena excavata

Murraya euchrestifolia

Murraya koenigii

Murraya kwangsiensis

Murraya paniculata