Dammarenediol-I

Details

• Internal ID: acb5dde8-a5a9-400f-b3b5-84353da21def
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C)O)C
• SMILES (Isomeric): CC(=CCC[C@](C)([C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)O)C
• InChI: InChI=1S/C30H52O2/c1-20(2)10-9-16-30(8,32)22-13-18-28(6)21(22)11-12-24-27(5)17-15-25(31)26(3,4)23(27)14-19-29(24,28)7/h10,21-25,31-32H,9,11-19H2,1-8H3/t21-,22+,23+,24-,25+,27+,28-,29-,30-/m1/s1
• InChI Key: NLHQJXWYMZLQJY-AYHBXSNGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₂
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.53
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 14351-28-1
• (+)-24-Dammarene-3beta-20S-diol
• Dammarenediol I
• CHEBI:4313
• DTXSID80331607
• LMPR0106080001
• (20R)-Dammar-24-ene-3beta,20-diol
• (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• C08621
• Q27106331

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5093	50.93%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5382	53.82%
OATP2B1 inhibitior	-	0.5788	57.88%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8731	87.31%
P-glycoprotein inhibitior	-	0.5656	56.56%
P-glycoprotein substrate	-	0.8971	89.71%
CYP3A4 substrate	+	0.6674	66.74%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.7971	79.71%
CYP2C9 inhibition	-	0.9264	92.64%
CYP2C19 inhibition	-	0.8300	83.00%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.8797	87.97%
CYP2C8 inhibition	-	0.6654	66.54%
CYP inhibitory promiscuity	-	0.5189	51.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6070	60.70%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9296	92.96%
Skin irritation	+	0.5379	53.79%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7537	75.37%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7166	71.66%
skin sensitisation	+	0.5817	58.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8744	87.44%
Acute Oral Toxicity (c)	III	0.5563	55.63%
Estrogen receptor binding	+	0.7855	78.55%
Androgen receptor binding	+	0.7167	71.67%
Thyroid receptor binding	+	0.6994	69.94%
Glucocorticoid receptor binding	+	0.7748	77.48%
Aromatase binding	+	0.7690	76.90%
PPAR gamma	+	0.6949	69.49%
Honey bee toxicity	-	0.6808	68.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.35%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.08%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.97%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.20%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.02%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.46%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.02%	94.75%
CHEMBL2581	P07339	Cathepsin D	86.00%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	84.10%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.06%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	83.55%	90.17%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	81.56%	94.01%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.54%	92.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.30%	100.00%

Plants that contains it

• Aconitum burnatii
• Alseodaphne paludosa
• Annona impressivenia
• Barbacenia brasiliensis
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Conocephalum japonicum
• Cordylanthus kingii
• Croton cascarilloides
• Disynaphia halimifolia
• Eragrostis viscosa
• Forsteronia refracta
• Fridericia chica
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium floridum
• Heterotheca grandiflora
• Hovenia acerba
• Juglans nigra
• Kaempferia marginata
• Kaunia saltensis
• Mangifera indica
• Nauclea officinalis
• Ruta pinnata
• Salvia dorrii
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Uraria picta

Cross-Links

• PubChem: 441675
• NPASS: NPC34930
• LOTUS: LTS0240890
• wikiData: Q27106331