Smyrindiol

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	3c5736fa-9d86-4db3-933d-86d7b5dbaa47
Taxonomy	Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
IUPAC Name	(2S,3R)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one
SMILES (Canonical)	CC(C)(C1C(C2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)O
SMILES (Isomeric)	CC(C)([C@@H]1[C@@H](C2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)O
InChI	InChI=1S/C14H14O5/c1-14(2,17)13-12(16)8-5-7-3-4-11(15)18-9(7)6-10(8)19-13/h3-6,12-13,16-17H,1-2H3/t12-,13+/m1/s1
InChI Key	AIQSGHBQRRSBCN-OLZOCXBDSA-N
Popularity	7 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₄H₁₄O₅
Molecular Weight	262.26 g/mol
Exact Mass	262.08412354 g/mol
Topological Polar Surface Area (TPSA)	76.00 Å²
XlogP	1.40
Atomic LogP (AlogP)	1.36
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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Smirindiol

Smyrindiol, (+)-

(+)-3'-Hydroxymarmesin

(2'S,3'R)-3'-Hydroxy marmesin

75X957W22U

UNII-75X957W22U

7H-Furo(3,2-g)(1)benzopyran-7-one, 2,3-dihydro-3-hydroxy-2-(1-hydroxy-1-methylethyl)-, (2S,3R)-

7H-Furo(3,2-g)(1)benzopyran-7-one, 2,3-dihydro-3-hydroxy-2-(1-hydroxy-1-methylethyl)-, (2S-cis)-

87725-60-8

Q27266417

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	+	0.9355	93.55%
Caco-2	-	0.5388	53.88%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7544	75.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.8592	85.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8574	85.74%
P-glycoprotein inhibitior	-	0.7991	79.91%
P-glycoprotein substrate	-	0.8308	83.08%
CYP3A4 substrate	-	0.5497	54.97%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	+	0.5166	51.66%
CYP2C9 inhibition	+	0.5249	52.49%
CYP2C19 inhibition	-	0.6920	69.20%
CYP2D6 inhibition	-	0.8161	81.61%
CYP1A2 inhibition	-	0.5910	59.10%
CYP2C8 inhibition	-	0.8187	81.87%
CYP inhibitory promiscuity	-	0.5276	52.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4757	47.57%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.5808	58.08%
Skin irritation	-	0.6578	65.78%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6837	68.37%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.7467	74.67%
skin sensitisation	-	0.7607	76.07%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6770	67.70%
Acute Oral Toxicity (c)	III	0.6097	60.97%
Estrogen receptor binding	+	0.6764	67.64%
Androgen receptor binding	-	0.5722	57.22%
Thyroid receptor binding	-	0.5211	52.11%
Glucocorticoid receptor binding	-	0.7128	71.28%
Aromatase binding	-	0.4922	49.22%
PPAR gamma	+	0.7376	73.76%
Honey bee toxicity	-	0.9323	93.23%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9612	96.12%

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
CHEMBL2581	P07339	Cathepsin D	93.91%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.20%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.67%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.91%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.24%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.19%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.91%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.81%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.76%	94.00%

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.

Agathis macrophylla

Angelica dahurica

Brosimum gaudichaudii

Dorstenia brasiliensis

Echium italicum

Paris dunniana

Salvia officinalis subsp. oxyodon

Smyrniopsis aucheri